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■ A Study of the Michael Reaction of 2’-Hydroxychalcones and a Facile Formation of 4H-Pyran Derivatives

Amolak Chand Jain, Prabhat Arya, and Anita Sharma

*Department of Chemistry, University of Delhi, Delhi-110 007, India

Abstract

2’-Pydroxychalcones (8a) and (8b) when subjected to the Michael reaction with acetyl acetone in the presence of ethanolic piperidine gave the 4H-pyran derivatives (9a) and (9b) besides the cyclohexenone derivatives (10a & 11a) and (10b & 11b) respectively. However, 8c yielded under the same conditions only the 4H-pyran derivative (9c) together with some 5,7-dimethoxyflavanone (12c). Thus 4H-pyrans have, for the first time, been characterised during Michael condensation of chalcones having no electron withdrawing group in the α-position. Ethyl acetoacetate gives only cyclohexenone derivatives.