Type:
Isocyanide-catalyzed reaction of tetracyanoethylene and activated 1,3-dicarbonyl CH-acid compounds: A rapid and efficient synthesis of pyran annulated heterocyclic systems
Journal: Synthetic Communications (00397911)Year: January 2008Volume: 38Issue: Pages: 274 - 281
DOI:10.1080/00397910701749757Language: English
Abstract
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.
Author Keywords
CH-acidIsocyanide-catalyzed reactionPyransTetracyanoethylene
Other Keywords
2 amino 5 oxopyrano[3,2 c]chromene 3,4,4(5h) tricarbonitrile2 amino 5,6 dihydro 6 methyl 5 oxopyrano[3,2 c]quinoline 3,4,4 tricarbonitrile2 amino 5,6,7,8 tetrahydro 5 oxochromene 3,4,4 tricarbonitrile2 amino 5,6,7,8 tetrahydro 7,7 dimethyl 5 oxochromene 3,4,4 tricarbonitrile2 amino 6,7 dihydro 5 oxocyclopenta[b]pyran 3,4,4(5h) tricarbonitrile2 amino 7 methyl 5 oxopyrano[4,3,b]pyran 3,4,4(5h) tricarbonitrile6 amino 1,2,3,4 tetrahydro 1,3 dimethyl 2,4 dioxopyrano[3,2 d]pyrimidine 7,8,8 tricarbonitrilecyanideisocyanidepyran derivativetetracyanoethyleneunclassified drugarticlecatalysischemical reactionchemical structurenuclear magnetic resonance spectroscopysynthesis