Canadian journal of chemistry

Indium (I) iodide promoted cleavage of dialkyl disulfides Application of the Michael addition of thiolate anions to conjugated carbonyl compounds and regioselective …

BC Ranu, T Mandal

Index: Ranu, Brindaban C.; Mandal, Tanmay Canadian Journal of Chemistry, 2006 , vol. 84, # 5 p. 762 - 770

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Citation Number: 26

Abstract

Indium (I) iodide promotes cleavage of dialkyl disulfides generating thiolate anions that then undergo facile addition to α, β-unsaturated ketones, aldehydes, carboxylic esters, and nitriles under neutral conditions producing corresponding β-ketosulfides or β-cyanosulfides. This strategy has also been used for the regioselective nucleophilic ring opening of epoxides by thiolate anions in presence of indium (III) chloride producing corresponding β ...

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