A Simple, Efficient, and Green Procedure for the 1,4-Addition of Thiols to Conjugated Alkenes and Alkynes Catalyzed by Sodium Acetate in Aqueous Medium

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doi:10.1071/CH06455

A Simple, Efficient, and Green Procedure for the 1,4-Addition of Thiols to Conjugated Alkenes and Alkynes Catalyzed by Sodium Acetate in Aqueous Medium

Brindaban C. Ranu ^A ^B, Tanmay Mandal ^A

^A Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Calcutta 700 032, India.
^B Corresponding author. Email: ocbcr@iacs.res.in





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Australian Journal of Chemistry 60(3) 223–227 http://dx.doi.org/10.1071/CH06455
Submitted: 24 October 2006 Accepted: 28 December 2006 Published online: 2 April 2007

Abstract

A benign and inexpensive salt, sodium acetate, efficiently catalyzes 1,4-addition of thiols to a variety of conjugated alkenes such as α,β-unsaturated ketones, aldehydes, carboxylic esters, nitriles, nitro compounds, and chalcones in aqueous THF. The reactions are clean, fast, and high yielding.