Type: Article

Preparation and Application of a New Supported Nicotine-Based Organocatalyst for Synthesis of Various 1,5-Benzodiazepines

Journal: Catalysis Letters (1572879X)Year: 15 April 2019Volume: 149Issue: Pages: 1057 - 1066

Moeini korbekandi M.Nasr-Esfahani M.Mohammadpoor Baltork I.^aMoghadam M.^aTangestaninejad S.^aMirkhani V.^a

a :University of Isfahan - IRAN(IR) - Isfahan

DOI:10.1007/s10562-019-02668-zLanguage: English

Abstract

A new nicotine-based organocatalyst supported on silica nanoparticles (Fe(III)-NicTC@nSiO 2 ) was prepared and characterized by different techniques. A series of 1,5-benzodiazepines derivatives were smoothly synthesized via the tandem process, starting from o-phenylenediamine and dimedone (or 1,3-cyclohexanedione), followed by addition of aldehyde in the presence Fe(III)-NicTC@nSiO 2 catalyst in water at room temperature. The Fe(III)-NicTC@nSiO 2 was also applied as an efficient catalyst for the selective synthesis of mono- and bis-1,5-benzodiazepines. Excellent yields and selectivity, short reaction time, mild conditions, and reusability of the catalyst are valuable features of this method. Graphical Abstract: A new supported nicotine-based organocatalyst was prepared, characterized and applied for the synthesis of 1,5-benzodiazepines in water at room temperature.[Figure not available: see fulltext.]. © 2019, Springer Science+Business Media, LLC, part of Springer Nature.