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Report | Regular issue | Vol 22, No. 3, 1984, pp.519-526
Published online, 1st January, 1970
DOI: 10.3987/R-1984-03-0519
Studies on the Condensation Products of Some α,β-Unsaturated Carbonyl Compounds with 4-Hydroxycoumarin

Sunil K. Talapatra,* Ramaprasad Chakrabarti, Pradyot K. Mukhopadhyay, Prabir K. Das, and Bani Talapatra

*Chemistry Department, University College of Science, 92 Acharya Prafulla Chandra Road, Calcutta-700009, India

Abstract

The base catalysed condensation products of mesityl oxide and benzalacetone with 4-hydroxycoumarin have been studied. The reported structures (III) and (IX) of two condensation products are revised as (V) and (X) respectively. Chemical transformations of (V) to (VI), (VII) and (VIII) are enumerated. 13C NMR spectra studies to distinguish between (IV) and (VI) and to establish structure (V) are also recorded. The plausible mechanisms for the formation of two novel compounds having the coumarin lactone ring ruptured, viz. (VIII) from (V) and the condensation product (XI) from 4-hydroxycoumarin and cinnamaldehyde have also been delineated.