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

Quentin Glenadel(Université Claude Bernard Lyon 1), Sébastien Alazet(Université Claude Bernard Lyon 1), Anis Tlili(Université Claude Bernard Lyon 1), Thierry Billard(Université Claude Bernard Lyon 1)
Chemistry - A European Journal
August 13, 2015
Cited by 69Open Access
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Abstract

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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