Mild and Soft Catalyzed Trifluoromethylthiolation of Boronic Acids: The Crucial Role of Water.

Chemistry

Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246), Université de Lyon, Université Lyon 1, CNRS, 43 Bd du 11 novembre 1918, 69622 Villeurbanne (France).

Published: October 2015

The most reactive 2nd generation of trifluoromethanesulfenamides undergoes a copper-catalyzed cross-coupling reaction with boronic acids to afford CF3 S-molecules. Contrary to the previous methods in the literature, no base addition, no heating, and no large excess of reagents are required to obtain good results. Furthermore, a crucial role of a small amount of water to favor this reaction has been demonstrated. This constitutes the mildest described conditions for such a reaction.

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http://dx.doi.org/10.1002/chem.201502338DOI Listing

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