Issue 16, 2015

PhI(OAc)2 mediated decarboxylative sulfonylation of β-aryl-α,β-unsaturated carboxylic acids: a synthesis of (E)-vinyl sulfones

Abstract

A highly efficient metal-free decarboxylative sulfonylation protocol for the preparation of (E)-vinyl sulfones from of β-aryl-α,β-unsaturated carboxylic acids using sodium sulfinates and (diacetoxyiodo)benzene (PhI(OAc)2) was developed. This strategy offers a simple and expedient synthesis of (E)-vinyl sulfones bearing a wide variety of functional groups. A radical-based pathway has been proposed for this decarboxylative sulfonylation reaction.

Graphical abstract: PhI(OAc)2 mediated decarboxylative sulfonylation of β-aryl-α,β-unsaturated carboxylic acids: a synthesis of (E)-vinyl sulfones

Supplementary files

Article information

Article type
Paper
Submitted
03 Mar 2015
Accepted
17 Mar 2015
First published
17 Mar 2015

Org. Biomol. Chem., 2015,13, 4785-4794

PhI(OAc)2 mediated decarboxylative sulfonylation of β-aryl-α,β-unsaturated carboxylic acids: a synthesis of (E)-vinyl sulfones

P. Katrun, S. Hlekhlai, J. Meesin, M. Pohmakotr, V. Reutrakul, T. Jaipetch, D. Soorukram and C. Kuhakarn, Org. Biomol. Chem., 2015, 13, 4785 DOI: 10.1039/C5OB00417A

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