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DOI: 10.1039/A901355E (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1999, 1473-1476

Synthesis of alkynyl sulfides resulting from a novel ring cleavage of 5-chloro-1,2,3-thiadiazoles in the presence of organometallic reagents

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Marieke Voets, Mario Smet and Wim Dehaen

Abstract

5-Chloro-1,2,3-thiadiazoles 2a,b were treated with organolithium and Grignard reagents giving a novel ring cleavage with the loss of nitrogen and chloride anion, resulting in the formation of alkynyl sulfides 9–14. The results indicate that the mechanism of the reaction involves a concerted trans-elimination of the leaving group.

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