Studies on condensation of 1,3-dicarbonyls with malononitrile: Synthesis of 2-pyridinones

A simple and novel method to the chemoselective synthesis of 3-cyano-2-pyridinone derivatives from a Knoevenagel condensation of malononitrile with the carbonyl group of 1,3-dicarbonyls followed by cycloaddition and isomerization, is reported. The reactions occur in ethanol and water at reflux, in t...

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Bibliographic Details
Main Authors: Mohammad Seifi, Hassan Sheibani
Format: Article
Language:English
Published: Elsevier 2017-05-01
Series:Arabian Journal of Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535213003067
Description
Summary:A simple and novel method to the chemoselective synthesis of 3-cyano-2-pyridinone derivatives from a Knoevenagel condensation of malononitrile with the carbonyl group of 1,3-dicarbonyls followed by cycloaddition and isomerization, is reported. The reactions occur in ethanol and water at reflux, in the presence of a base catalyst such as triethylamine. This method provides an easy route to prepare 2-pyridinone derivatives in good to excellent yields and in a short experimental time.
ISSN:1878-5352