Issue 10, 2014

Chemoselective one-pot synthesis of β-keto sulfones from ketones

Abstract

A practical method to synthesize substituted β-keto sulfones directly from ketones at room temperature has been developed. This method involves the nucleophilic addition of a base generated enolate to sulfonyl iodide. The reaction shows high chemoselectivity for the addition of a sulfonyl group to an α-carbon over a hydroxyl group. In addition, the given protocol provides good to excellent yields of β-keto sulfones under mild reaction conditions. Moreover, the regiochemical aspect of the protocol is also explored.

Graphical abstract: Chemoselective one-pot synthesis of β-keto sulfones from ketones

Supplementary files

Article information

Article type
Paper
Submitted
03 Oct 2013
Accepted
05 Nov 2013
First published
08 Nov 2013

RSC Adv., 2014,4, 5165-5168

Chemoselective one-pot synthesis of β-keto sulfones from ketones

V. S. Rawat, P. L. M. Reddy and B. Sreedhar, RSC Adv., 2014, 4, 5165 DOI: 10.1039/C3RA45547E

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