Indium(I) iodide-promoted cleavage of dialkyl disulfides and subsequent Michael addition of thiolate anions to conjugated carbonyl compounds

Ranu, Brindaban C. ; Mandal, Tanmay (2004) Indium(I) iodide-promoted cleavage of dialkyl disulfides and subsequent Michael addition of thiolate anions to conjugated carbonyl compounds Synlett, 2004 (7). pp. 1239-1242. ISSN 0936-5214

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Official URL: https://www.thieme-connect.com/ejournals/abstract/...

Related URL: http://dx.doi.org/10.1055/s-2004-825583

Abstract

Indium(I) iodide promotes cleavage of dialkyl disulfides generating thiolate anions which then undergo facile addition to α, β -unsaturated ketones, aldehydes, carboxylic esters and nitriles under neutral conditions producing corresponding β-keto or β-cyano sulfides in high yields. There are several examples of dialkyl/diaryl disulfides and activated alkenes participating in this reaction.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Indium(I) Iodide; Dialkyl Disulfide; Michael Addition; β-keto Sulfide; β-cyano Sulfide
ID Code:41509
Deposited On:30 May 2011 05:17
Last Modified:30 May 2011 05:17

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