Issue 11, 1999

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

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.

Article information

Article type
Paper

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

M. Voets, M. Smet and W. Dehaen, J. Chem. Soc., Perkin Trans. 1, 1999, 1473 DOI: 10.1039/A901355E

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