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International Journal of Biological Macromolecules (01418130) 295
Acrylamide has high hydrophilic properties due to the presence of hydrophilic amide functional groups and is frequently used to synthesize superabsorbents. However, the toxic and carcinogenic properties of acrylamide have caused environmental concerns. The main goal of this paper is the synthesis of superabsorbent with high water absorption from biodegradable and biocompatible cellulose polymer containing amide groups in the backbone of it instead of grafting harmful acrylamide monomers to cellulose. The supple superabsorbent of amide-2,4 modified cellulose-g-poly acrylic acid (Am-2,4 modified cellulose-g-poly (AA)) to reduce water consumption in agriculture and facilitate rooting and root penetration in clay was used. To investigate the effectiveness of superabsorbent in agriculture, its water retention in treated soil (0.2 %) with different temperatures, pHs, and soil textures (sandy loam (SL), sandy clay loam (SCL), clay loam (CL), and loam (L)) was studied. Also, water retention in SCL soil in 2 cycles showed good results. Furthermore, the study includes the optimization of the parameters affecting the water absorption capacity of the superabsorbent, which leads to the absorption of 1253.20 ± 49.67 g/g in distilled water, 86.88 ± 13.36 g/g in 1.0 wt% NaCl solution, and 395 ± 14.86 g/g in tap water under optimal conditions. © 2025
Industrial Crops and Products (09266690) 231
Due to the rising costs, environmental concerns, and limited availability of conventional fertilizers, developing eco-friendly, multi-functional fertilizers is crucial for sustainable agriculture. This study introduces a cellulose-based superabsorbent polymer (SAP) as a carrier for controlled-release urea fertilizer. The resulting cellulose-based slow-release fertilizer (CSRF) effectively absorbs and retains water, enabling gradual urea release. The performance of CSRF was evaluated under various conditions. Water absorbency kinetics followed Fickian diffusion in saline solutions, whereas non-Fickian diffusion was observed in distilled water. The impact of pH on urea release was investigated, and the Korsmeyer-Peppas model accurately described the release kinetics in all pH environments. Column leaching experiments demonstrated a significant reduction in urea leaching, also 61.46 % of the urea was released over 42 days in soil. Furthermore, CSRF exhibited biodegradability in soil, with 43.73 % degradation after 60 days. The polymer also showed good reusability in both distilled water and saline solutions. Pot experiments confirmed the positive impact of CSRF on wheat growth under water-stress conditions. Increased chlorophyll content in wheat leaves further highlights the potential of CSRF to enhance plant health and yield. These findings suggest that CSRF can contribute to sustainable agriculture by improving water use efficiency, reducing fertilizer loss, and promoting plant growth. © 2025
International Journal of Biological Macromolecules (01418130) 254
Cellulose/poly (glycerol citrate) reinforced with thiol-rich polyhedral oligomeric silsesquioxane and apple peel (POSS-SH@CAG-CEL/AP) was synthesized using gelation method in the presence of glutaraldehyde as a crosslinker agent and used as an efficient composite hydrogel for elimination of Tl(Ι) from aqueous solutions. This composite hydrogel and synthesized thiol-rich polyhedral oligomeric silsesquioxane were characterized by elemental analysis, FT-IR, NMR, TGA, and FE-SEM techniques. The effects of synthetic and environmental parameters on the adsorption capacity of the composite hydrogel were investigated and it was found that thiol-rich polyhedral oligomeric silsesquioxane has improved the hydrogel properties including the Tl(Ι) uptake and the thermal stability. The maximum adsorption capacity of 352.3 mg g−1 was obtained within 30 min under optimum reaction conditions. A typical Langmuir adsorption isotherm with was observed for adsorption of Tl(I) onto POSS-SH@CAG-CEL/AP and pseudo-second-order kinetic model provided the best correlation between experimental data. Thermodynamic studies showed that the Tl(I) adsorption was spontaneous process and exothermic. Also, the reusability tests confirmed that the POSS-SH@CAG-CEL/AP can be reused for four times without any remarkable change in its adsorption capacity. Thus, this reusable biobased composite hydrogel can be an ideal candidate for elimination of Tl(I) from aqueous solutions. © 2023
Chemosphere (00456535) 349
The eco-friendly polymeric nanocomposite hydrogels were prepared by incorporating dendritic fibrous nanosilica (DFNS) and apple peel (AP) as reinforcements into the crosslinked polymer produced by cellulose (CL) and poly (glycerol tartrate) (TAGL) via gelation method and used for efficient adsorption of Pb2+, Co2+, Ni2+, and Cu2+ metal ions. DFNS and DFNS/TAGL-CL/AP samples were characterized by FESEM, FTIR, TEM, TGA, and nitrogen adsorption/desorption methods. The results of TGA analysis showed that the thermal stability of the prepared hydrogels improved significantly in the presence of DFNS. Both synthetic and environmental parameters were investigated and the adsorption capacity reached 560.2 (pH = 4) and 473.12 (pH = 5) mg/g for Pb2+ and Cu2+ respectively, using initial ion concentration of 200 mg/L. Also, the maximum adsorption capacity was 340.9, and 350.3 mg/g for Co2+ and Ni2+, respectively under optimum conditions (pH = 6, initial ion concentration of 100 mg/L). These experiments indicated that the DFNS/TAGL-CL/AP nanocomposite hydrogel has an excellent performance in removal of Pb2+ and can adsorb this toxic metal in only 30 min while the optimum contact time for other metals was 60 min. Pseudo-second-order and Langmuir models were used to define the kinetic and adsorption isotherms, respectively and thermodynamic studies demonstrated that the adsorption was endothermic for Co2+, Ni2+ and Cu2+, exothermic for Pb2+, and spontaneous in nature for all metal ions. Furthermore, the reusability tests indicated that the hydrogels could maintain up to 93% of their initial adsorption capacity for all metal ions after four cycles. Therefore, the prepared nanocomposite hydrogels can be suggested as efficient adsorbents to remove the toxic metals from wastewater. © 2023
International Journal of Biological Macromolecules (01418130) 269
The aim of this research was evaluation of the influence of distance between zwitterionic monomer ions on the performance of superabsorbents. For this purpose, two zwitterionic monomers 4-(3-aminopropyl) amino-4-oxo-2-butenoic acid (APOB) and 4-(6-aminohexyl) amino-4-oxo-2-butenoic acid (AHOB) were prepared and applied for synthesis of two new superabsorbents through graft copolymerization onto hydroxyethyl cellulose (HEC) in the presence of acrylic acid (AA). In synthesis of superabsorbents factors such as the highest water absorbency capacity, absorbency rate, gel strength, and environmental problems should be resolved or improved. The results demonstrated that the water absorbency capacity and rate parameters (τ) of HEC-g-p(AA-co-APOB) and HEC-g-p(AA-co-AHOB) in distilled water were 986.62, 664.38 g/g, and 98.04, 140.84 min, respectively. The biodegradability of HEC-g-p(AA-co-APOB) was approximately 4 times more than HEC-g-p(AA-co-AHOB). However, based on the rheological analyses (G'/G″) HEC-g-p(AA-co-AHOB) was stronger than the other. Additionally, studies of water retention on soil containing HEC-g-p(AA-co-AHOB) superabsorbent (soil with 0.25 wt% material) showed that the after 30 days has ≤5 % water while soil in the absence of superabsorbent after 10 days completely dried. Studies of the growth of plants in soil demonstrated in the presence of HEC-g-p(AA-co-AHOB) the average length of shoots was 36 cm while without superabsorbent were 25 cm. © 2024 Elsevier B.V.
Scientific Reports (20452322) 14(1)
In the field of global water purification, the issue of marine oil spills represents a significant challenge. The use of phase-selective organogelators (PSOGs) as sorbent materials in oil spill remediation is a promising solution due to their environmental adaptability and high absorption capacity. However, there are limited reports on PSOGs that can be used in powder form for rapid phase-selective gelation of crude oils. In this context, the development of innovative dicholesteryl derivatives as low-molecular-weight organogelators (LMOGs) offers a promising solution in powder form. These gelators are synthesized through a one-pot multi-component reaction as green synthesis method, which ensures high purity and eliminates the need for harsh conditions. The incorporation of cholesterol into the gelator structure demonstrate environmental adaptability. The exceptional sorption capacity was attributed to the structured 2D/3D networks observed through scanning electron microscopy (SEM). The hydrophobic properties of these gelators, as evidenced by a water contact angle of 118 degrees, enable them to efficiently gel various organic solvents at low concentrations (1% w/v) at ambient temperatures, without the need for heating–cooling cycles or co-solvents. The eco-friendly nature and efficient oil–water separation capabilities of these gelators in powder form represent a significant advancement in global water purification efforts. © The Author(s) 2024.
Applied Organometallic Chemistry (02682605) 37(11)
The synthesis of organosulfur compounds gained specific interest in the interference of organic chemistry and chemical biology. Copper chlorophyllin (CC) is a bio-based copper complex that facilitates the synthesis of organosulfur compounds through the thioetherification reaction. The current paper deals with the immobilization of CC on the ZrO2 nanoparticles (CC@ZrO2) and its application in the one-pot thioetherification of alkyl and aryl halides using thiourea, an alternative to the bad-smelling thiols. After the characterization of CC@ZrO2 with different analytical techniques such as FT-IR, TGA, XPS, N2 adsorption/desorption, XRD, ICP, and FESEM, the catalytic activity of the prepared CC@ZrO2 was evaluated in the synthesis of different types of thioether derivatives. Good to excellent yields, high reusability, and reproducibility made this cost-effective approach a benchmark in C–S cross-coupling reactions. © 2023 John Wiley & Sons Ltd.
Scientific Reports (20452322) 13(1)
Poly(acrylic acid-co-acrylamide-co-maleic acid) (p(AA-co-AM-co-MA)) superabsorbent polymer was synthesized from acrylic acid (AA), acrylamide (AM), and maleic acid (MA) via free radical copolymerization. Results showed the presence of maleic acid in structure of superabsorbent has the key and superior role in creating a smart superabsorbent. The structure, morphology, and strength of the superabsorbent were characterized using FT-IR, TGA, SEM, and rheology analysis. The effect of different factors was investigated to determine the ability of water absorbency of the superabsorbent. According to optimized conditions, the water absorbency capacity of the superabsorbent in distilled water (DW) was 1348 g/g and in a solution containing 1.0 wt.% NaCl (SCS) was 106 g/g. The water retention ability of the superabsorbent was also investigated. The kinetic swelling of superabsorbent was identified by Fickian diffusion and Schott's pseudo-second-order model. Furthermore, the reusability of superabsorbent was studied in distilled water and saline solution. The ability of superabsorbent was investigated in simulated urea and glucose solutions, and very good results were obtained. The response ability of the superabsorbent was confirmed by swelling and shrinking behavior against changes of temperature, pH, and ionic strength. © 2023, The Author(s).
Applied Organometallic Chemistry (02682605) 37(4)
In recent years, an unprecedented increase in environmental pollution as a result of the rapid industrialization of the world has attracted a lot of attention to green chemistry. Chlorophyllin copper complex (Chln-Cu) is one of the most vital compounds derived from natural chlorophyll that can be used as an environmental, sustainable, and green catalyst in industrial processes. In the current paper, chlorophyll was first extracted from spinach leaves, hydrolyzed, and trans-metallated to chlorophyllin copper (II) complex. The fixation of Chln-Cu on functionalized magnetic nanoparticles was performed using a green mechanical method. This mechanical solvent-free reaction was done in a planetary ball mill with 60 zirconia balls (diameter = 3 mm) and the rotation speed 200 rpm at 12 h. In conclusion, an efficient and reusable Fe3O4@SiO2-NH2-Chln-Cu catalyst was obtained. To characterize the synthesized catalyst, several analytical techniques were used such as UV–Vis, FT-IR, 1H-NMR, and 13C-NMR spectra as well as TG, ICP-OES, XRD, FE-SEM, elemental mapping, VSM, and XPS analyses. The conducted analyses showed that the catalyst was successfully synthesized. The efficiency of the catalyst was checked in the preparation of 3,4,5-trisubstituted furan-2(5H)-one derivatives at room temperature in propylene carbonate as a green solvent. Moreover, the effect of time, temperature, and solvent on the reaction yield was thoroughly investigated. Excellent performance at mild, environmentally friendly, and nontoxic conditions showed that Fe3O4@Si-Chln-Cu not only is an excellent catalyst for this process but also it can be an outstanding catalyst for other catalytic reactions. © 2023 John Wiley & Sons Ltd.
Soltani, S. ,
Emadi, R. ,
Javanmard, S.H. ,
Kharaziha, M. ,
Rahmati, A. ,
Thakur, V.K. ,
Lotfian, S. Gels (23102861) 8(2)
Bone marrow-derived mesenchymal stem cells (MSCs) offer a promising therapeutic method for cardiac tissue regeneration. However, to monitor the fate of MSCs for tissue repair, a better stem cell delivery carrier is needed. Developing a unique injectable and shear-thinning dual cross-linked hybrid hydrogel for MSC delivery for cardiac tissue engineering is highly desirable. This hydrogel was synthesised using guest: host reaction based on alginate-cyclodextrin (Alg-CD) and adamantane-graphene oxide (Ad-GO). Here, the role of macromere concentration (10 and 12%) on the MSC function is discussed. Our hybrid hydrogels reveal a suitable oxygen pathway required for cell survival. However, this value is strongly dependent on the macromere concentrations, while the hydrogels with 12% macromere concentration (2DC12) significantly enhanced the oxygen per-meability value (1.16-fold). Moreover, after two weeks of culture, rat MSCs (rMSCs) encapsulated in Alg-GO hydrogels expressed troponin T (TNT) and GATA4 markers. Noticeably, the 2DC12 hy-drogels enhance rMSCs differentiation markers (1.30-times for TNT and 1.21-times for GATA4). Overall, our findings indicate that tuning the hydrogel compositions regulates the fate of encapsulated rMSCs within hydrogels. These outcomes may promote the advancement of new multifunc-tional platforms that consider the spatial and transient guidelines of undifferentiated cell destiny and capacity even after transplantation for heart tissue regeneration. © 2022 by the authors. Licensee MDPI, Basel, Switzerland.
RSC Advances (20462069) 12(30)pp. 19579-19589
A novel series of fused pyrazolo[5′,1′:2,3]imidazo[1,5-c]quinazolin-6(5H)-ones were synthesized and their affinity against the COVID-19 main protease was investigated using molecular docking study and compared to that of some used standard clinical drugs. These compounds were obtained in good to excellent yields from 63 to 91% in the presence of 30 mol% catalyst in ethanol at reflux for 2 h through an efficient one-pot three-component reaction including an intramolecular rearrangement and a cyclization through intramolecular nucleophilic reaction. The results of in silico studies showed that electronegativity, resonance effects, hydrophobic interaction, halogen and hydrogen bonding had significant effects on the performance of these compounds as an inhibitor ligand. Also, these results indicated the proper affinity of these compounds against the COVID-19 main protease with excellent binding energies (especially 4r = −8.77, 4q = −8.73 and 4m = −8.63) in comparison to remdesivir, chloroquine, hydroxychloroquine, molnupiravir and nirmatrelvir drugs. © 2022 The Royal Society of Chemistry.
Chemistryopen (21911363) 10(8)pp. 764-774
The conversion of soluble polyoxometalate into insoluble polyoxometalate is considered to be one of the major challenges in synthetic organic chemistry. Here, polyoxometalate was bonded to the salt part of an organic branch immobilized on the silica-coated Fe3O4 nanoparticle and characterized using various techniques. The fabricated complex was used as a heterogeneous catalyst in a novel one-pot reaction for synthesis of benzo[4,5]imidazo[1,2-a]pyrimidin-2-ones using aromatic amines, dimethyl acetylenedicarboxylate (DMAD), derivatives of benzaldehyde and 2-aminobenzimidazole in water/ethanol as a green solvent. 21 derivatives of benzo[4,5]imidazo[1,2-a]pyrimidin-2-one were synthesized by this method and fully characterized. The high stability of the catalyst showed that it can be reused for 6 times without decreasing in activity. The combination of new synthetic method, new ferromagnetic heterogeneous nano-catalyst, green solvent and simple separation method were presented in this work. © 2021 The Authors. Published by Wiley-VCH GmbH
Soltani, S. ,
Emadi, R. ,
Javanmard, S.H. ,
Kharaziha, M. ,
Rahmati, A. International Journal of Biological Macromolecules (01418130) 180pp. 311-323
The study aims to develop a novel nanohybrid shear-thinning hydrogel with fast gelation, and variable mechanical and biological properties. This nanohybrid hydrogel was developed via self-assembly guest-host interaction between β-cyclodextrin modified alginate (host macromere, Alg-CD) and adamantine modified graphene oxide (guest macromere, Ad-GO) and subsequent ionic crosslinking process. We found that the rheological and mechanical properties of hydrogels were controlled via macromere concentration and the host: guest macromere ratio, due to the modulation of crosslinking density and network structure. Noticeably, 12%(1:2) dual-crosslinked hydrogel (2DC12) significantly improved the strength (1.3-folds) and toughness compared to 10%(1:4) dual-crosslinked hydrogel (4DC10). Furthermore, the hydrogel erosion and cytocompatibility relied on the designed parameters. Remarkably, 2DC12 showed less than 20% weight loss after 20 days of incubation in physiological solution and more than 200% cell survival after five days. In conclusion, the nanohybrid Alg-GO hydrogel could be used as an injectable hydrogel for soft tissue engineering applications. © 2021 Elsevier B.V.
Molecular Diversity (13811991) 25(2)pp. 1123-1130
Abstract: Some 5-substituted 3-aminopyrazoles were used for the synthesis of isoindolo[2,1-c]pyrazolo[1,5-a]quinazoline and pyrazolo[5′,1′:2,3]pyrimido[6,1-a]isoindol derivatives via a mild and efficient one-pot three-component reaction with 2-formylbenzoic acid and different CH-acids under solvent-free condition. Graphic abstract: [Figure not available: see fulltext.]. © 2020, Springer Nature Switzerland AG.
Journal of Environmental Chemical Engineering (22133437) 9(3)
A series of bisurea derivatives were synthesized and applied as low molecular weight organogelators to gelate different organic solvents. The efficiencies of the synthesized derivatives, based the variety of the solvents gelated and the minimum concentration needed for gelation of a solvent at room temperature were investigated as a function of their structural differences. Among them, 1,1′-(hexane-1,6-diyl)bis(3-octadecylurea) (compound 1a) showed the best performance as an organogelator with MGC value of 3 mgmL-1 in nitrobenzene and the obtained gel was characterized by various methods (FT-IR spectroscopy, differential scanning calorimetry (DSC), scanning electron microscopy (SEM) and rheology technique). The results of SEM analysis showed that the nature of the solvent affected the process of gelation and minimum gel concentration. Also, compound 1a was directly used as a solid to separate oil products from oil/water mixture. The results demonstrated the efficiency of this compound in solidifying oil spills due to the fast oil gelation, convenient and complete oil elimination, easy oil recovery and reusability of the gelator. © 2021 Elsevier Ltd.
International Journal of Biological Macromolecules (01418130) 182pp. 1893-1905
In this work, a number of glucose unites in polymeric structure of cellulose was converted to 2,4-dihydroxy-3-(1-hydroxy-2-oxoethoxy)butanal (cellulose containing di aldehyde units (CCDAUs)) by oxidation with sodium periodate, followed by condensation with acetone to produce 5,7-dihydroxy-6-((1-hydroxy-4-oxopent-2-en-1-yl)oxy)hept-3-en-2-one unites (cellulose containing di ene units (CCDEUs)). This modified cellulose was characterized by different methods and applied as a copolymer and grafting agent to synthesize an eco-friendly (CCDEUs-g-poly(AA)/urea) superabsorbent with slow-release urea fertilizer. The created double bonds in C2 and C3 positions of β-D-glucose units increased the linkage between cellulose and acrylic acid, leading to the formation of a strong network for slow-release urea fertilizer. Also, this modification created an expanded network for storage a high amount of water by increasing the cellulose flexibility. The reaction conditions for modification and synthesis of the superabsorbent, the oxidation degree value of glucose units, kinetics models, the effect of different saline solutions, various pH and reswelling time on the water absorbency, water retention capacity, reusability, biodegradability, and slow-release property were investigated. Also, the effect of synthesized CCDEUs-g-poly(AA)/urea on plant growth was tested and excellent results were obtained. © 2021 Elsevier B.V.
Etminani-isfahani, N. ,
Mohammadbagheri, Z. ,
Rahmati, A. Carbohydrate Polymers (18791344) 250
An efficient cellulosic superabsorbent based on a novel functional monomer 4-(6-aminohexyl) amino-4-oxo-2-butenoic acid (AHOB) and acrylic acid was successfully synthesized by free-radical solution polymerization and the effect of the AHOB monomer on the structure, morphology, thermal behavior and viscoelastic features of this superabsorbent was investigated by FTIR, SEM, TGA and rheology methods. Also, the influence of this monomer on the water absorption capacity in various pH and different saline solutions, kinetic behavior, water retention capacity and reusability of the superabsorbent was perused. The results of these experiments confirmed the significant role of the AHOB monomer in improving the properties of the superabsorbent. The excellent absorbency (800.37 g/g in distilled water and 78.02 g/g in 1 wt.% NaCl solution) and high water retention capacity of the prepared superabsorbent showed that it can be used as an efficient water-saving material for agricultural applications. © 2020 Elsevier Ltd
Molecular Diversity (13811991) 24(3)pp. 753-761
Abstract: A novel one-pot four-component reaction of an aldehyde, malononitrile, hydrazine and 4,4-dimethyl-3-oxopentanenitrile is described. As regio- and chemoselective products, 7-amino-2-(tert-butyl)-5-aryl-4,5-dihydropyrazolo[1,5-a]pyrimidine-6-carbonitriles are formed during the course of the reaction. Graphic abstract: [Figure not available: see fulltext.]. © 2019, Springer Nature Switzerland AG.
In the present study, a novel strategy is introduced for selective oil separation using durable and recyclable nanomagnetic gelator. The Fe3O4@SiO2-NH2 was prepared through the reaction of modified Fe3O4@SiO2 and 3-aminopropyl triethoxysilane (APTES). Then, an effective nanomagnetic gelator was synthesized by the reaction of amine-functionalized nanoparticles with 1-(6-isocyanatohexyl)-3-octadecylurea (ODU-H-NCO). We named this efficient functionalized nanomagnetic gelator as “The Fe3O4@SiO2-BU”. It is employed a facile, versatile and low-cost approach for the fabrication of Fe3O4@SiO2-BU gelator, and investigated its gelation ability of organic solvents and oil combinations for the first time, and can be conveniently isolated by application of an external magnetic field. After the characterization of this new nanomagnetic gelator, it was successfully applied for the oil separation via gelation process. The Fe3O4@SiO2-BU exhibit efficient oil separation ability and mechanical and chemical stability, owing to the tight binding of the organic and inorganic layers on the Fe3O4 magnetic nanoparticles. The gelator is characterized with FT-IR, FE-SEM, VSM, XRD, and inverted microscopic techniques. © 2020 Elsevier Ltd
Yousofi, T. ,
Moradi, Z. ,
Hoshyarmanesh, P. ,
Rahmati, A. Materials Letters (0167577X) 260
A new supramolecular and microporous organic gelator, 1-(6-isocyanato)-3-octadecylureahexyl-N-formyl supported on melamine-terephthaldehyde microporous organic framework (1,4-DMB@4Mel@8(ODUHNF)), has been synthesized that has a hydrophobic great tail, many urea functional groups and aromatic ring moieties. It is able to gelate some of organic solvents, especially substituted aromatic compounds in monophasic systems at very low concentrations. Moreover, gelator exhibits high gelation ability for crude oil products (gas, kerosene and diesel) in mono- and bi-phasic systems at very low concentrations. Interestingly, the gelator can be used in five runs of gelation processes without any reduction of its performance. © 2019 Elsevier B.V.
Applied Organometallic Chemistry (02682605) 34(11)
In this study, silica-coated Fe3O4 nanoparticle@silylpropyl triethylammonium polyoxometalate catalyst was fabricated and characterized using atomic absorption, inductively coupled plasma optical emission spectrometry, elemental analysis, thermogravimetric analysis, Fourier-transform infrared, scanning electron microscopy, energy-dispersive X-ray spectroscopy, and vibrating sample magnetometry analyses. The activity of this catalyst was examined in the synthesis of tetrahydrobenzimidazo[2,1-b]quinazolin-1(2H)-ones. The bonding of the polyoxometalate to the surface of the nanoparticles exhibited excellent catalytic activity in this synthesis. Besides, the catalyst showed good reusability and recovery from the reaction mixture. Tetrahydrobenzimidazo[2,1-b]quinazolin-1(2H)-ones were synthesized in high yields in the presence of inexpensive supported solid acid catalysts under classical heating conditions. © 2020 John Wiley & Sons, Ltd.
Tetrahedron (00404020) 76(7)
Some new N-fused heterocyclic compounds have been simply synthesized via a mild and efficient one-pot two-step four-component reaction between hydrazine hydrate, various 3-oxoalkanonitriles, 2-phthaldehydic acid and different CH-acids in ethanol, in the presence of 4-toluenesulfonic acid as catalyst. A large number of bonds (9 bonds) are formed during the transformation. © 2020 Elsevier Ltd
Molecular Diversity (13811991) 23(4)pp. 1011-1018
Abstract: A one-pot approach for the synthesis of a new series of 2-(alkylamino)-2-oxo-1-arylethyl-6,12-dioxo-6,12-dihydroindolo[1,2-b]isoquinoline-11-carboxylate derivatives via a four-component reaction using isatin, homophthalic anhydride, cyclohexyl isocyanide and an aldehyde is described. This method has several advantages such as being catalyst- and solvent-free reaction and a high-efficiency process with high to excellent yields. Graphical abstract: [Figure not available: see fulltext.]. © 2019, Springer Nature Switzerland AG.
Journal of Molecular Liquids (01677322) 276pp. 714-720
A new class of malonamide pseudopeptidic compounds (MPPCS) was prepared via an isocyanide-based pseudo five-component reaction. Amino acid esters, which were used in this reaction, were phenylalanine ethyl ester and glycine ethyl ester. MPPCS that were obtained from L-phenylalanine ethyl ester and glycine ethyl ester gave stable gels in the mixture of dimethyl sulfoxide (DMSO)/water as solvent while MPPCs derived from D-phenylalanine did not give gel. Also, when MPPCS of D- and L-form (1:1) were mixed, they could not create a gel in low and even high concentrations. The sol-gel phase transition temperature of the gels showed that they have agreeable thermal stability. Rheological results showed high mechanical strength for some of gels. Fourier transform infrared (FT-IR) spectra indicated that three types of driving forces have the key role in this self-assembly include hydrogen bondings, van der Waals, and π-π interactions. Moreover, morphology of the xerogel was clarified using the scanning electron microscope (SEM) image. © 2018
Tetrahedron (00404020) 74(2)pp. 240-252
Dialkyl 2-(1-(alkylamino)-1,3-dioxo-3-phenylpropan-2-yl)malonates have been synthesized using a one-pot, pseudo five-component condensation reaction of isocyanide, Meldrum's acid, phenylglyoxal and two alcohol molecules in CH2Cl2 at ambient temperature. It was found that these structures could be used as low molecular weight supramolecular organogelators. The gelation behaviors of these organic gelators have been investigated in various organic solvents. The results have shown that dioctyl 2-(1-(cyclohexylamino)-1,3-dioxo-3-phenylpropan-2-yl)malonate in n-dodecane is the best organogelator (0.2 wt%). Scanning electron microscopy and investigation of the rheological properties have indicated that gelator molecules create three dimensional networks via entangling self-assembled micro- and nano-rods. Hence the organogelation is induced by trapping solvent molecules in nano- and micro-spaces in the gel network. © 2017 Elsevier Ltd
Journal Of The Iranian Chemical Society (1735207X) 14(8)pp. 1753-1763
In this research, two heterogeneous organic–inorganic hybrid catalysts, [bmim]3[PW12O40]·3H2O and [bmim]5[PNiW11O39]·3H2O, have been prepared. The catalysts were fully characterized by several techniques such as elemental analyses, Fourier transform infrared spectroscopy, thermo-gravimetric analysis, scanning electron microscope and energy-dispersive X-ray analysis. Next, the hybrid catalysts have been used for the synthesis of functionalized diazepines containing tetrazole ring. Tetrazolyl-1H-spiro[benzo[b]cyclopenta[e][1,4] diazepines products were obtained in excellent yields and mild experimental conditions using [bmim]5[PNiW11O39]·3H2O as catalyst. This process was carried out via a one-pot, pseudo-five-component condensation reaction by means of a 1,2-diamine, isocyanide, TMSN3 and two molecules of a linear or cyclic ketone in methanol, at ambient temperature. © 2017, Iranian Chemical Society.
Synthetic Communications (00397911) 47(6)pp. 557-565
A new protocol has been developed for the efficient synthesis of structurally diverse N-cyclohexyl-2-(2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,5]diazepin-3-yl)-2-phenylacetamides through a one-pot, five-component condensation reaction of an aromatic diamine, an aromatic aldehyde, an isocyanide, ethyl malonyl chloride, and water in dichloromethane with good yields, at ambient temperature, in the presence of MgCl2 as a catalyst. © 2017 Taylor & Francis.
Revue Roumaine de Chimie (00353930) 60(11-12)pp. 1025-1032
4-Aryl-3-methyl-6-oxo-4,5,6,7-Tetrahydro-2H-pyrazolo[3,4-b]pyridine-5-carbonitriles in good to high yields at reflux conditions in presence and absence of silica sulfuric acid catalyst using an one-pot, threecomponent condensation reaction were synthesized. Then synthesis of 1,4-diaryl-4,5-dihydro-3-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-ones with silica sulfuric acid as a solid acid catalyst in acetonitrile has been described.
Journal Of The Iranian Chemical Society (1735207X) 12(6)pp. 993-1036
Abstract Due to special effects of water such as abundant, environmentally benign, hydrogen bonding in the transition state and high cohesive energy density as well as negative activation volume; the use of water as a green solvent is emphasized in green chemical processes. Heterocyclic compounds play an important role in the treatment of many diseases and also are effective in biological processes. Multi-component reactions are powerful synthetic methods in construction of new organic molecules because in these methods product is formed as one-pot and reduced number of reaction separation steps. For these reasons, the synthesis of heterocyclic systems using a simple multi-component approach in water is investigated greatly in the recent years. In this review, multi-component reactions that have been used for the synthesis of heterocyclic compounds in aqueous media during the last two decades are described. © Iranian Chemical Society 2014.
Tetrahedron Letters (00404039) 55(29)pp. 3840-3843
N-Arylidene-2-aryl-imidazo[1,2-a]azin-3-amines were synthesized via a one-pot, four-component condensation reaction using a 2-aminoazine, toluene-4-sulfonylmethyl isocyanide (TsCH2NC), and two equivalents of readily available aromatic aldehydes. The reaction was performed in diethyl ether as the solvent, with p-toluenesulfonic acid (p-TSA) as the catalyst at reflux temperature.
Tetrahedron (00404020) 70(50)pp. 9512-9521
In this work, a new series of 1,2,4,5-tetrahydro-2,4-dioxobenzo[b][1,4]diazepine and malonamide derivatives have been synthesized using an aromatic 1,2-diamine, Meldrum's acid, an isocyanide, and an arylidene malononitrile (or an aldehyde and malononitrile instead of an arylidene malononitrile) in CH2Cl2 at ambient temperature. Synthesis of 1,2,4,5-tetrahydro-2,4-dioxobenzo[b][1,4]diazepine proceeded via four- and five-component reactions; while the synthesis of malonamide derivatives was performed using five- and six-component reactions. In addition, a new series of the malonamide derivatives have been prepared using an aldehyde, malononitrile, Meldrum's acid, an isocyanide, and two molecules of 1,4-diamine via a six-component reaction. These procedures provide alternative methods to the synthesis of a new series of 1,2,4,5-tetrahydro-2,4-dioxobenzo[b][1,4]diazepine and malonamide derivatives. © 2014 Elsevier Ltd. All rights reserved.
Journal of Chemical Sciences (09743626) 126(1)pp. 169-176
An efficient one-pot synthesis of a new series of spiro[benzo[h]quinoline- 7,3′-indoline] was accomplished simply by the reaction of an isatin, naphthalen-1-amine and a CH-acid (N,N-dimethylbarbituric acid, barbituric acid, dimedone or 1,3-indandion) in acetic acid. During this process, the effects of solvent and temperature have been investigated on the yield of reactions. © Indian Academy of Sciences.
Combinatorial Chemistry and High Throughput Screening (13862073) 17(2)pp. 132-140
A one-pot, three-component reaction of an isatin and kojic acid with an active methylene compound such as ethyl cyanoacetate, methyl cyanoacetate and malononitrile in methanol using catalytic amount of DABCO to give 2'- amino-6'-(hydroxymethyl)-8'H-spiro[indoline-3,4'-pyrano[3,2-b]pyran]-2, 8'-diones in good to excellent yields under reflux conditions, is described. © 2014 Bentham Science Publishers.
Journal of the Iranian Chemical Society (17352428) 10(3)pp. 521-525
A simple and eco-friendly synthesis of the biologically important spirooxindole scaffold was done by the reaction of isatin with activated pyrazolones in the presence of a catalytic amount of p-toluenesulfonic acid in water at room temperature. A variety of symmetrical spirooxindole derivatives were obtained with excellent yields within short reaction time. This method is of great value because of its environmentally benign character, high yield, and easy handling. © 2012 Iranian Chemical Society.
Barati, B. ,
Moghadam, M. ,
Rahmati, A. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Inorganic Chemistry Communications (13877003) 29pp. 114-117
In the present work, a new method for the synthesis of carboxylic acids over ruthenium hydride catalyst is reported. Direct oxidation of alcohols to their corresponding carboxylic acids with diphenyl sulfoxide oxidant over RuHCl(CO)(PPh3)3 catalyst was investigated. Mild reaction conditions, short reaction times and excellent yields make this method as an appealing way for preparation of carboxylic acids. © 2012 Elsevier B.V.
Barati, B. ,
Moghadam, M. ,
Rahmati, A. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Synlett (09365214) 24(1)pp. 90-96
Direct oxidation of alcohols to carboxylic acids using styrene epoxide as oxidant in the presence of [RuHCl(CO)(PPh3)3] complex as catalyst is reported. By this catalytic system, a variety of primary alcohols including substituted benzyl alcohols as well as linear ones were directly converted into carboxylic acids in good to excellent yields. © Georg Thieme Verlag Stuttgart · New York.
Barati, B. ,
Moghadam, M. ,
Rahmati, A. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Journal of Organometallic Chemistry (0022328X) 724pp. 32-39
In this work, the preparation, characterization and investigation of catalytic activity ruthenium hydride catalyst, [RuHCl(CO)(PPh3) 3], supported on MWCNT in the synthesis of β,γ-unsaturated ketones via carbon-carbon bond formation are reported. In the first reaction step, the MWCNTs were modified with 1,2-ethanedithiol, and in a second reaction step, the catalyst was attached to MWCNTs via this linker. The catalyst was characterized by diffuse reflectance UV-vis and FT-IR spectroscopic techniques, SEM, ICP and elemental analysis methods. The catalyst was reused several times without significant loss of its catalytic activity. © 2012 Elsevier B.V. All rights reserved.
Rahmati, A. ,
Eskandari-vashareh, M. ,
Alizadeh-kouzehrash, M. Tetrahedron (14645416) 69(21)pp. 4199-4204
A direct and efficient approach for the synthesis of a new series of 3-(benzylideneamino)-2-phenyl-5H-imidazo[1,2-b]pyrazole-7-carbonitriles has been developed through a sequential one-pot, four-component condensation reaction of easily available aromatic aldehydes, toluene-4-sulfonylmethyl isocyanide (TsCH2NC), and 5-amino-1H-pyrazole-4-carbonitrile. The reaction was performed in the presence of p-toluenesulfonic acid as a catalyst at room temperature in acetonitrile as a solvent. Products were obtained in moderate to high yields. © 2013 Elsevier Ltd. All rights reserved.
Rezayan, A.H. ,
Sabahi, H. ,
Rahmati, A. ,
Maleki, A. ,
Kheirjou, S. Monatshefte fur Chemie (00269247) 144(7)pp. 1051-1055
Reaction of the zwitterions generated from isoquinoline or pyridine and dialkyl acetylenedicarboxylate with tetronic acid leads to 1,2- dihydroisoquinoline or 1,2-dihydropyridine tetronic acid derivatives without using any catalyst or activation at room temperature. Graphical Abstract: [Figure not available: see fulltext.] © 2013 Springer-Verlag Wien.
Molecular Diversity (1573501X) 17(3)pp. 619-625
A one-pot, five-component condensation reaction of isocyanide, Meldrum's acid, arylidene malononitrile, and two amine molecules in CH2Cl 2 at ambient temperature to give malonamide derivatives is described. © 2013 Springer Science+Business Media Dordrecht.
Iranian Journal Of Chemistry And Chemical Engineering (10219986) 31(1)pp. 1-8
1-Butyl-3-methylimidazolium bromide ([bmim]Br) as an ionic liquid promoted selectively oxidation of aliphatic and aromatic sulfides to the corresponding sulfoxides and the oxidative coupling of thiols to disulfides by NaBrO3 in excellent yields under neutral conditions.
Tetrahedron (00404020) 68(40)pp. 8472-8479
A one-pot, three-component condensation reaction of an isatin, isoxazole, and barbituric acid in water to give spirooxindoles in high yields, at 70°C temperature, using a catalytic amount of p-toluene sulfonic acid, is described. © 2012 Elsevier Ltd. All rights reserved.
Chinese Chemical Letters (10018417) 23(10)pp. 1149-1152
A one-pot, three-component condensation reaction of an aldehyde, benzoyl acetonitrile (3-oxo-3-phenylpropane nitrile) and 6-amino-1,3-dimethylpyrimidine- 2,4(1H,3H)-dione or 3-methyl-1-phenyl-1H-pyrazol-5-amine in water to give fused pyrido[2,3-d]pyrimidines and pyrazolo[3,4-b]pyridines in high yields without any catalyst, is described. © 2012 Abbas Rahmati. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
Comptes Rendus Chimie (16310748) 15(8)pp. 647-652
A one-pot, domino three-component condensation reaction of an aldehyde, 3(5)-amino-5(3)-methylpyrazole and malononitrile in ethanol to give 2-alkyl-7-amino-5-aryl-pyrazolo[1,5-a]pyrimidine-6-carbonitrile in high yields at reflux condition without using any catalyst, is described. © 2012 Published by Elsevier Masson SAS on behalf of Academie des sciences.
Barati, B. ,
Moghadam, M. ,
Rahmati, A. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Catalysis Communications (15667367) 29pp. 122-126
Reaction of 1,3-dicarbonyl compounds with alcohols or olefins in the presence of catalytic amounts of electron-deficient [Ru(salophen)OTf] produced α-alkylated 1,3-dicarbonyls under solvent-free conditions. Different substituted benzylic alcohols were efficiently reacted with 2,4-pentanedione or 1,3-diphenyl-1,3-propanedione and their corresponding alkylated diones were obtained in good to excellent yield. On the other hand, substituted styrenes were also converted to their corresponding α-alkylated 1,3-dicarbonyls in good yields. The effect of reaction parameters such as solvent, amount of catalyst and axial substituent on the ruthenium salophen was also investigated. The catalyst was reusable several times without loss of its activity. © 2012 Elsevier B.V.
ACS Combinatorial Science (21568952) 14(12)pp. 657-664
A one-pot, three-component condensation reaction of an isatin, aminopyrazole, and alkyl cyanoacetate in water to give 2,6′-dioxo- 1′,5′,6′,7′-tetrahydrospiro[indoline-3, 4′-pyrazolo[3,4-b]pyridine]-5′-carbonitrile with good yields, at 90 C, using a Et3N as catalyst, is described. © 2012 American Chemical Society.
Helvetica Chimica Acta (0018019X) 95(7)pp. 1126-1135
An efficient method has been developed for the synthesis of a novel series of unsymmetrically 3,3-disubstituted oxindoles in good-to-high yields by a one-pot three-component condensation reaction of 2-hydroxynaphthalene-1,4-dione, an isatin, and a barbituric acid derivative, in H 2O, and with p-toluenesulfonic acid as a catalyst, at 90°. The effects of solvent, temperature, and the amount of catalyst on the yield of the reaction have been investigated. Additionally, the influence of hydrophilicity and hydrophobicity of the reactants on the selectivity of products has been examined. Copyright © 2012 Verlag Helvetica Chimica Acta AG, Zürich, Switzerland.
Chemical Papers (13369075) 65(4)pp. 536-541
An efficient one-pot method for regio- and stereoselective synthesis of 5-(trifluoromethyl)-4,5,6,7-tetrahydro-[1,2,4]triazolo[1,5-a]pyrimidines under solvent-free and catalyst-free conditions has been developed. The method involves employing a three-component condensation reaction of an aromatic aldehyde and ethyl 4,4,4-trifluoro-3-oxobutanoate or 1,1,1-trifluoropentane-2,4- dione in the presence of 1,2,4-triazol-3-amine at 90°C. © 2011 Institute of Chemistry, Slovak Academy of Sciences.
Shaabani, A. ,
Rahmati, A. ,
Rezayan, A.H. ,
Khavasi, H.R. Journal Of The Iranian Chemical Society (1735207X) 8(1)pp. 24-30
A one-pot, catalyst- and solvent-free approach has been developed for the stereoselective synthesis of fluorinated tetrahydropyrimido[1,2-b] benzothiazoles. The three-component condensation reaction of an aldehyde and a trifluoromethyl β- dicarbonyl compound in the presence of 2-aminobenzothizole occurs in high yields at 90 °C.
Chinese Journal of Chemistry (16147065) 29(11)pp. 2373-2378
A facile synthesis of trans isomers of 4-aryl-3-methyl-6-oxo-4,5,6,7- tetrahydro-2H-pyrazolo[3,4-b]pyridine-5-carbonitriles via three-component condensation reaction of an aldehyde, 3-amino-5-methylpyrazole and ethyl cyanoacetate in acetonitrile has been developed under microwave irradiation. This one-pot reaction proceeds without any catalyst in short times and gives the product in high selectivities and high yields. © 2011 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Synthesis (1437210X) (18)pp. 2913-2920
An efficient method has been developed for the synthesis of a novel series of N-alkyl-2-aryl-5H-imidazo[1,2-b]pyrazol-3-amines in good-to-high yields by the three-component condensation of an aromatic aldehyde, an aminopyrazole, and an isocyanide in acetonitrile with 4-toluenesulfonic acid as a catalyst at room temperature. © Georg Thieme Verlag Stuttgart - New York.
Chinese Chemical Letters (10018417) 21(7)pp. 761-764
Various xanthenes have been synthesized by the condensation of β-naphthol, 2-hydroxynaphthalene-1,4-dione or dimedone with various aldehydes in the presence of trifluoroacetic acid as catalyst in 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate (TMGT) ionic liquid within 1 h at 75°C. © 2010 Abbas Rahmati.
Phosphorus, Sulfur and Silicon and the Related Elements (15635325) 185(2)pp. 463-468
Silica-supported 1,1,3,3-tetramethylguanidine/Br2 complex is an efficient reagent for the selective oxidation of aliphatic and aromatic sulfides to the corresponding sulfoxides and the oxidative coupling of thiols to disulfides in aqueous solution at room temperature in a short reaction time.
Amino Acids (09394451) 39(3)pp. 911-916
Histidine and arginine were applied to the synthesis of trisubstituted alkenes through a condensation of an aldehyde with an activated CH-acid such as ethyl cyanoacetate, malononitrile, acetyl acetone or ethyl ace-toacetate during 5-12 h in water at room temperature. © Springer-Verlag 2010.
Tetrahedron Letters (00404039) 51(22)pp. 2967-2970
A one-pot, three-component condensation reaction of an aldehyde, 3-amino-5-methylpyrazole and ethyl cyanoacetate in ethanol to give 4-aryl-3-methyl-6-oxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-5-carbonitriles, in high yields, at reflux, using a catalytic amount of p-toluenesulfonic acid, is described. © 2010 Elsevier Ltd. All rights reserved.
Journal Of The Iranian Chemical Society (1735207X) 6(4)pp. 710-714
Coumarin derivatives were synthesized in relatively high yields via Knoevenagel condensation reaction of an orthohydroxyaryl aldehyde and an activated β-dicarbonyl C-H acid in the presence of a recyclable ionic liquid 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate under either classical heating conditions or using microwave irradiation. Application of microwave irradiation decreased the required time by a factor of about 200. The ionic liquid could be recycled several times without loss of efficiency with regards to the reaction times and yields.
Applied Catalysis A: General (0926860X) 338(1-2)pp. 14-19
The aerobic oxidation of alkyl arenes and alcohols to the corresponding carbonyl compounds has been achieved using a catalyst and oxygen (0.1 atm) in an ionic liquid. Excellent yields were obtained under mild, easily obtainable conditions. Among the various metallophthalocyanine catalysts and ionic liquids examined, the best results were obtained with cobalt(II) phthalocyanine in 1-butyl-3-methylimidazolium bromide ([bmim]Br). These materials can be recycled and reused for several times without any significant loss of catalytic activity. © 2008.
Catalysis Communications (15667367) 9(8)pp. 1692-1697
Aerobic oxidation of alkyl arenes to the corresponding carbonyl compounds was developed using a combined catalytic system consisting of N-hydroxy phthalimide and silica supported cobalt(II) tetrasulfophthalocyanine at 80 °C. The supported Na4[CoTSPc] can be recycled and reused for five runs without any significant loss of catalytic activity. © 2008.
Monatshefte fur Chemie (00269247) 139(8)pp. 905-908
1-Butyl-3-methylimidazolium bromide ([bmim]Br) as an ionic liquid promoted selectively the oxidation of alkyl arenes and alcohols to the corresponding carbonyl compounds with NaBrO3 in excellent yields under neutral conditions at the 70°C. Among the various ionic liquids examined, the [bmim]Br exhibited the best performances with NaBrO3. The ionic liquid can be recycled and reused for several runs without any significant loss of activity. © 2008 Springer-Verlag.
Comptes Rendus Chimie (16310748) 11(6-7)pp. 759-764
3-(2′-Benzothiazolo)-2,3-dihydroquinazolin-4(1H)-ones have been synthesized in high yields in the presence of 1-butyl-3-methylimidazolium bromide [bmim]Br as an ionic liquid; the reaction work-up is simple and the ionic liquid can be easily separated from the product and reused. © 2007.
Synthetic Communications (00397911) 38(2)pp. 274-281
An isocyanide-catalyzed reaction between tetracyanoethylene and various activated CH-acid compounds to afford the corresponding pyran annulated heterocyclic ring systems, in high yield at room temperature within a few minutes, is described. To the best of our knowledge, this is the first example in which isocyanide functions as only a catalyst but not a reagent. Copyright © Taylor & Francis Group, LLC.
Shaabani, A. ,
Rezayan, A.H. ,
Sarvary, A. ,
Rahmati, A. ,
Khavasi, H.R. Catalysis Communications (15667367) 9(6)pp. 1082-1086
A pyridine catalyzed reaction between tetracyanoethylene and various activated CH-acid compounds to afford the corresponding pyran annulated heterocyclic ring systems in high yield at room temperature within a few minutes, is described. The work-up procedure is very simple and the products do not require further purification. © 2007 Elsevier B.V. All rights reserved.
Catalysis Communications (15667367) 9(1)pp. 13-16
Sulfonated cellulose and starch as new catalysts were prepared and applied for the Fridedländer synthesis of quinolines through a condensation reaction of a 2-aminoarylketone with an activated CH-acid such as cyclic or acyclic β-diketone or cyclic ketone compounds with high yields within several minutes under solvent-free conditions at 100 °C. © 2007 Elsevier B.V. All rights reserved.
Journal of Heterocyclic Chemistry (0022152X) 45(6)pp. 1629-1632
(Chemical Equation Presented) A solvent- and catalyst-free one-pot three-component condensation reaction approach was developed for the synthesis of a new class of 3-(2′-benzothiazolyl)-2,3-dihydroquinazolin-4(1H)-ones in relatively good yields.
Synlett (09365214) (9)pp. 1458-1460
The zwitterion formed from alkyl or aryl isocyanides and dialkyl acetylenedicarboxylate added to electron-deficient tetracyanoethylene or 7,7,8,8-tetracyanoquinodimethane to form fully substituted imino- or spiroiminocyclopentenes in excellent yields without using catalyst. © Georg Thieme Verlag Stuttgart.
Monatshefte fur Chemie (00269247) 138(6)pp. 553-557
Reaction of triphenylphosphine and an electron deficient acetylenic ester in the presence of strong N-H acid such as alkyl and aryl sulfamides or acetamide produces phosphorous ylides at room temperature in CH 2Cl2. The aryl sulfamide phosphoranes undergo a smooth transformation reaction in boiling toluene and produce iminophosphoranes. © Springer-Verlag 2007.
Shaabani, A. ,
Rahmati, A. ,
Rezayan, A.H. ,
Darvishi, M. ,
Badri, Z. ,
Sarvary, A. QSAR and Combinatorial Science (1611020X) 26(9)pp. 973-979
An environment-friendly three-component condensation of 3-amino-1,2,4-triazole or 2-aminobenzimidazole, an aldehyde and activated CH-acid such as β-dicarbonyl compounds and malononitrile, affords the corresponding pyrimidine-based annulated di- and triheterocyclic ring systems. Reactions are performed in water, without the addition of catalyst, and in good yield. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
Shaabani, A. ,
Rahmati, A. ,
Sharifi, M. ,
Rad, J.M. ,
Aghaaliakbari, B. ,
Farhangi, E. ,
Lee, D.G. Monatshefte fur Chemie (00269247) 138(7)pp. 649-651
The oxidation of arenes and sulfides by potassium permanganate was accomplished in good yields under solvent free and heterogeneous conditions when manganese(II) sulfate is used as a solid support. After extraction of the organic products, the inorganic products can be reoxidized to permanganate. This result is important because it provides an approach to oxidation reactions that is, in theory, infinitely sustainable. © Springer-Verlag 2007.
Letters in Organic Chemistry (15701786) 4(1)pp. 68-71
Biginelli-like scaffolds were synthesized in good yields by a three-component condensation reaction of 5,5dimethyl-1,3-cyclohexanedione, an aldehyde and urea, N-methylurea or thiourea in 1-butyl-3-methylimidazolium bromide ([bmim]Br) as ionic liquid (IL) in the presence of silica sulfuric acid (SSA) as solid acid catalyst at 100 °C within less than 2 hours. © 2007 Bentham Science Publishers Ltd.
Synthetic Communications (15322432) 37(3)pp. 491-499
Environmentally friendly three-component condensation reactions of an activated C-H acid, an aldehyde, and alkyl nitriles to afford the corresponding pyran annulated heterocyclic systems in water in good yields, avoiding the addition of any catalyst, are reported. Copyright © Taylor & Francis Group, LLC.
Monatshefte fur Chemie (00269247) 138(6)pp. 615-618
A novel class of 3,4-dihydrobenzimidazo[2,1-b]quinazolin-1(2H)-ones was synthesized in very short reaction times with good yields in the presence of 3-butyl-1-methyl imidazolium bromide as a room temperature ionic liquid at 120°C. The ionic liquid can be recycled for subsequent reactions without any loss of efficiency. © Springer-Verlag 2007.
Catalysis Communications (15667367) 8(7)pp. 1149-1152
Trisubstituted imidazoles have been synthesized in high yields in the presence of silica sulfuric acid as an inexpensive solid acid catalyst under solvent-free classical heating conditions or using microwave irradiation. The silica sulfuric acid can be recovered for the subsequent reactions and reused without any appreciable loss of efficiency. © 2006 Elsevier B.V. All rights reserved.
Bigdeli, M.A. ,
Rahmati, A. ,
Abbasi-ghadim, H. ,
Mahdavinia, G.H. Tetrahedron Letters (00404039) 48(26)pp. 4575-4578
Aromatic amines have been synthesized efficiently from enamines using SnCl4 and SbCl5 in CH2Cl2 at room temperature. © 2007 Elsevier Ltd. All rights reserved.
Synthetic Communications (15322432) 37(22)pp. 4035-4042
The oxidative cleavage of oximes has been studied under solvent-free ion exchange resin (IER) catalysis by sodium bromate using ultrasonic irradiation. Both aldoximes and keto-oximes selectively converted to the corresponding carbonyl compounds in high yields within short times at room temperature. Copyright © Taylor & Francis Group, LLC.
Tetrahedron Letters (00404039) 48(41)pp. 7291-7294
A novel one-pot, three-component condensation reaction of an aldehyde, 2-aminobenzothiazole and 2-naphthol or 6-hydroxyquinoline in water to give 2′-aminobenzothiazolomethyl naphthols or 5-(2′-aminobenzothiazolomethyl)-6-hydroxyquinolines in high yields at 90 °C without using any catalyst, is described. © 2007.
Shaabani, A. ,
Rahmati, A. ,
Aghaaliakbari, B. ,
Safaei-ghomi, J. Synthetic Communications (00397911) 36(1)pp. 65-70
Trisubstituted imidazoles have been synthesized in very short reaction times with excellent yields in the presence of 1,1,3,3-N,N,N′,N′- tetramethylguanidinium trifluoroacetate as an ionic liquid at 100°C. The ionic liquid can be recycled for subsequent reactions without any appreciable loss of efficiency. Copyright © Taylor & Francis LLC.
Journal of Sulfur Chemistry (17415993) 27(4)pp. 287-291
The 1,1,3,3-tetramethylguanidine/Br 2 complex has been found to be an efficient reagent for the selective oxidation of aliphatic and aromatic sulfides to the corresponding sulfoxides and the oxidative coupling of thiols to disulfides. 1,1,3,3-Tetramethylguanidine can be recovered at the completion of the reaction and reused. © 2006 Taylor & Francis.
Journal of Molecular Catalysis A: Chemical (13811169) 249(1-2)pp. 246-248
Trisubstituted imidazoles have been synthesized in high yields in the presence of silica sulfuric acid as a catalyst. The reaction is carried out in water, a very green solvent, under reflux conditions. The reaction work-up is simple and the catalyst is easily separated from the products by filtration. © 2006 Elsevier B.V. All rights reserved.
Combinatorial Chemistry and High Throughput Screening (13862073) 9(10)pp. 771-776
Tetraheterocyclic benzimidazo[1,2-a]quinazolin-4(1H)-one and tetrahydro-1,2,4-triazolo[5,1-b]quinazolin-8(4H)-one were synthesized in relatively high yields by the condensation reaction of an aldehyde and a cyclic β-diketone with 2-aminobenzothiazole, 2-aminobenzimidazole or 3-amino-1,2,4-triazole without using any catalyst under solventfree conditions. © 2006 Bentham Science Publishers Ltd.
Monatshefte fur Chemie (00269247) 137(1)pp. 77-81
Hantzsch 1,4-dihydropyridine compounds were synthesized efficiently in high yields at room temperature within short times in 1,1,3,3-N,N,N′,N′- tetramethylguanidinium trifluoroacetate as ionic liquid using ultrasound irradiation. The ionic liquid can be recovered conveniently and reused efficiently. © Springer-Verlag 2006.
Bioorganic and Medicinal Chemistry Letters (0960894X) 15(24)pp. 5553-5557
A novel one-pot three-component condensation reaction of an aldehyde, β-ketoester and 2-aminobenzimidazole or 2-aminobenzothiazole in 1,1,3,3-N,N,N′,N′-tetramethylguanidinium trifluoroacetate as an ionic liquid is described. During the course of this reaction 4H-pyrimido[2,1-b]benzimidazoles or 4H-pyrimido[2,1-b]benzothiazoles are formed in high yields at 100°C. The ionic liquid can be recovered conveniently and reused efficiently. © 2005 Elsevier Ltd. All rights reserved.
Journal of Chemical Research (03082342) (9)pp. 605-607
A simple, efficient and eco-friendly method has been developed for the condensation of hydroxylamine hydrochloride with aldehydes, ketones and 1,3-diketones in the presence of powdered molecular sieves (3Å) as catalyst. Aldoximes, ketoximes and 1,3-dioximes were obtained in excellent yields.
Shaabani, A. ,
Naderi, S. ,
Rahmati, A. ,
Badri, Z. ,
Darvishi, M. ,
Lee, D.G. Synthesis (00397881) (18)pp. 3023-3025
Potassium permanganate supported on manganese(II) sulfate or activated manganese dioxide can be used effectively for the oxidative cleavage of oximes and semicarbazones under solvent-free conditions and for the cleavage of phenylhydrazones in dichloromethane. The residue that remains after extraction of the organic products, primarily manganese oxides, can be recycled, making the process, intheory, infinitely sustainable. © Georg Thieme Verlag Stuttgart.
Catalysis Letters (1572879X) 104(1-2)pp. 39-43
Equation presented 1,1,3,3-N,N,N,N-Tetramethylguanidinium trifluoroacetate as an ionic liquid, efficiently promotes one-pot, three-component condensation of aldehydes, alkyl nitriles and α-hydroxy or α-amino activated C-H acid to afford the corresponding pyran annulated heterocyclic systems. Ionic liquid can be recycled for subsequent reactions without any appreciable loss of efficiency. © 2005 Springer Science+Business Media, Inc.
Catalysis Letters (1572879X) 100(3-4)pp. 177-179
[InlineMediaObject not available: see fulltext.]3,4-Dihydropyrimidin-2-(1H) -ones have been synthesized in very short time with excellent yields in the presence of 1,1,3,3-tetramethylguanidinium trifluoroacetate as a room temperature ionic liquid under solvent free conditions at 100 °C. © 2005 Springer Science+Business Media, Inc.
