Direct Electrophilic (Benzenesulfonyl)Difluoromethylthiolation with a Shelf‐Stable Reagent

Ermal Ismalaj, Didier Le Bars, Thierry Billard

Angewandte Chemie International Edition · 2016 · 79 citations · 51 references

Abstract

The (benzenesulfonyl)difluoromethylsulfanyl (PhSO2CF2S) group is a valuable substituent with specific properties which can provide access to new applications of fluoroalkylthiolated compounds. Direct introduction of this moiety can be performed by in an electrophilic manner by using a new shelf-stable reagent, namely a (benzenesulfonyl)difluoromethanesulfenamide. Furthermore, mild magnesium-mediated reduction of the PhSO2CF2S group leads to a facile synthesis of difluoromethylthiolated molecules and their deuterated analogs.

References

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