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

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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

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Publication details

The article was received on 13 Mar 2017, accepted on 28 Mar 2017 and first published on 30 Mar 2017


Article type: Research Article
DOI: 10.1039/C7QO00198C
Citation: Org. Chem. Front., 2017, Advance Article
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    Direct copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids with AgSCF3

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

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