Issue 8, 2016

A general route to sulfones via insertion of sulfur dioxide promoted by cobalt oxide

Abstract

A cobalt-promoted coupling reaction of triethoxysilanes, sulfur dioxide, and electrophiles is developed. Benzylic, allylic or alkyl bromides are all efficient as electrophiles in this transformation. Moreover, the reactions with other electrophilic partners including iodonium salts and electron-poor (hetero)aryl chlorides proceed smoothly as well under the standard conditions. The sulfinate intermediates are generated in situ from the reaction of triethoxysilanes and sulfur dioxide under cobalt-promoted conditions, which subsequently combine with various electrophiles to produce the corresponding sulfones in moderate to good yields.

Graphical abstract: A general route to sulfones via insertion of sulfur dioxide promoted by cobalt oxide

Supplementary files

Article information

Article type
Research Article
Submitted
12 Mar 2016
Accepted
16 Jun 2016
First published
20 Jun 2016

Org. Chem. Front., 2016,3, 985-988

A general route to sulfones via insertion of sulfur dioxide promoted by cobalt oxide

D. Zheng, M. Chen, L. Yao and J. Wu, Org. Chem. Front., 2016, 3, 985 DOI: 10.1039/C6QO00099A

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