Issue 7, 2017

Direct copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids with AgSCF3

Abstract

A copper-catalyzed direct oxidative trifluoromethylthiolation of aryl boronic acids with AgSCF3 has been developed. This approach provides straightforward and efficient access to a variety of aryl trifluoromethyl sulfides from an easily prepared and stable nucleophilic trifluoromethylthiolation reagent AgSCF3, and readily available nucleophilic aryl boronic acids, thus avoiding the preparation of electrophilic trifluoromethylthiolating reagents in advance. Preliminary mechanistic experiments indicated that AgSCF3 served as both a source of SCF3 and an oxidant.

Graphical abstract: Direct copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids with AgSCF3

Supplementary files

Article information

Article type
Research Article
Submitted
13 mar 2017
Accepted
28 mar 2017
First published
30 mar 2017

Org. Chem. Front., 2017,4, 1299-1303

Direct copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids with AgSCF3

W. Wu, B. Wang, X. Ji and S. Cao, Org. Chem. Front., 2017, 4, 1299 DOI: 10.1039/C7QO00198C

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