Chemical and Pharmaceutical Bulletin

Studies on Acetylenic Compounds. XLVI. The Reactions of Acetylenic Compounds with Thiourea or Ammonium Dithiocarbamate

Y KISHIDA, A TERADA

Index: Kishida,Y.; Terada,A. Chemical and Pharmaceutical Bulletin, 1968 , vol. 16, # 7 p. 1351 - 1359

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Citation Number: 24

Abstract

Treatment of ethyl propiolate (I) with thiourea or ammonium dithiocarbamate under neutral conditions gave diethyl cis-cis-β, β'-thioacrylate (II), stereospecifically. Analogously II was obtained from ethyl cis-β-chloroacrylate and the same reagents. II was easily converted to trans-trans-II (XII) by heating or irradiation. On the other hand, the reactions of β-substituted acetylenic acid esters (XVII af) with thiourea afforded the corresponding 1, 3-thiazine ...