Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 22
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Original Articles

Synthesis of 2‐Ethoxycarbonyl‐2‐Bromo‐4‐Methyl‐4‐Substituted Butanolides and New Spiroheteryl‐Joint Butanolides Based Thereon

Pages 4219-4225 | Received 19 Jan 2004, Published online: 10 Jan 2011
 

Abstract

The bromination reaction of 2‐ethoxycarbonyl‐4‐methyl‐4‐substituted butanolides has been studied, and it has been established that bromination with equimolar quantity of bromine in dry carbon tetrachloride was obtained in good yields of 2‐ethoxycarbonyl‐2‐bromo‐4‐methyl‐4‐substituted butanolides. The interaction of the latter with thiourea and substituted thioureas has been investigated. It has been shown that under conditions of Hunch's reaction, as a result of heterocyclization were obtained spiroheteryl‐joint lactones of a new generation—2‐aza‐3‐amino or substituted amino‐4‐thia‐7‐oxa‐8‐methyl‐8‐substituted spiro[4,4]‐2‐, nonene‐1,6‐diones.

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