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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 11
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Original Articles

Synthesis of Carboxylactones and New Heterocyclic Compounds

, , &
Pages 1613-1620 | Received 06 Oct 2005, Published online: 21 Aug 2006
 

Abstract

The Michael reaction of 2‐ethoxycarbonyl‐4‐alkoxymethylbutanolides with methyl acrylate affords esterolactones in high yields. Alkaline hydrolysis of the latter resulted in carboxylactones that were transformed into ethyl α‐bromolactonoesters. The reactions of the latter with thiourea and arylthioureas result in heterocyclic compounds of an original structure joint with a butanolide ring.

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