An indium-TMSCl promoted reaction of diphenyl diselenide and diorganyl disulfides with aldehydes: novel routes to selenoacetals, thioacetals and alkyl phenyl selenides

Ranu, Brindaban C. ; Saha, Amit ; Mandal, Tanmay (2009) An indium-TMSCl promoted reaction of diphenyl diselenide and diorganyl disulfides with aldehydes: novel routes to selenoacetals, thioacetals and alkyl phenyl selenides Tetrahedron, 65 (10). pp. 2072-2078. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tet.2008.12.079

Abstract

The reactions of diphenyl diselenide and dialkyl disulfides with aldehydes in the presence of In-TMSCl have been investigated. Aliphatic aldehydes provide the corresponding selenoacetals and aromatic aldehydes lead predominantly to benzyl phenyl selenides on reaction with diphenyl diselenide. However, the reaction of dimethyl disulfide and diphenyl disulfide with both aromatic and aliphatic aldehydes produce dithioacetals. This provides a novel route to the synthesis of selenoacetals, thioacetals and selenides from aldehydes.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Selenoacetal; Thioacetal; Selenides; Indium; Trimethylsilyl Chloride; Aldehydes
ID Code:41442
Deposited On:30 May 2011 05:34
Last Modified:30 May 2011 05:34

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