Ionic liquid promoted regio- and stereo-selective thiolysis of epoxides- a simple and green approach to β-hydroxy-and β-keto sulfides

Ranu, Brindaban C. ; Mandal, Tanmay ; Banerjee, Subhash ; Dey, Suvendu S. (2007) Ionic liquid promoted regio- and stereo-selective thiolysis of epoxides- a simple and green approach to β-hydroxy-and β-keto sulfides Australian Journal of Chemistry, 60 (4). pp. 278-283. ISSN 0004-9425

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Official URL: http://www.publish.csiro.au/paper/CH06434

Related URL: http://dx.doi.org/10.1071/CH06434

Abstract

A variety of epoxides underwent facile cleavage by thiols under the catalysis of 1-methyl-3-butylimidazolium bromide, [bmIm]Br, to produce the corresponding β-hydroxy sulfides with high regio- and stereo-selectivity. On the other hand, a specially designed basic ionic liquid, [bmIm]OH, efficiently catalyzes the thiolysis of α,β-epoxy ketones providing β-keto sulfides through simultaneous retro-aldol cleavages. The reactions are clean, high yielding, and do not require any organic solvent. The catalyst is also recycled.

Item Type:Article
Source:Copyright of this article belongs to Commonwealth Scientific and Industrial Research Organisation Publishing.
ID Code:41474
Deposited On:30 May 2011 05:30
Last Modified:30 May 2011 05:30

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