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1,8‐Diazabicyclo[5.4.0]undec‐7‐ene: A Highly Efficient Catalyst for One‐Pot Synthesis of Substituted Tetrahydro‐4 H ‐chromenes, Tetrahydro[ b ]pyrans, Pyrano[ d ]pyrimidines, and 4 H ‐Pyrans in Aqueous Medium
Author(s) -
Khurana Jitender M.,
Nand Bhaskara,
Saluja Pooja
Publication year - 2014
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1507
Subject(s) - chemistry , dimedone , malononitrile , ethyl acetoacetate , catalysis , methylene , pyran , ene reaction , organic chemistry , reusability , ethanol , barbituric acid , medicinal chemistry , combinatorial chemistry , software , computer science , programming language
We have reported 1,8‐diazabicyclo[5.4.0]undec‐7‐ene catalyzed one‐pot synthesis of tetrahydro‐4 H ‐chromenes, tetrahydro[ b ]pyrans, pyrano[ d ]pyrimidines and 4 H ‐pyrans from aldehydes, active methylene compounds malononitrile/ethyl cyanocacetate and activated C–H acids such as dimedone, 1,3‐cyclohexanedione, 1,3‐cyclopentanedione, 1,3‐dimethylbarbituric acid, and ethyl acetoacetate in water under reflux. The attractive features of this process are mild reaction conditions, reusability of the reaction media, short reaction times, easy isolation of products, and excellent yields. Copyright © 2013 HeteroCorporation