Visible Light-Promoted Decarboxylative Di- and Trifluoromethylthiolation of Alkyl Carboxylic Acids

Abstract

Described herein is a new and straightforward decarboxylative di- and trifluoromethylthiolation of alkyl carboxylic acids promoted by visible light. This approach enables the synthesis of biologically relevant alkyl SCF2H and SCF3 compounds from cheap and abundant carboxylic acids. The method is operationally simple, using irradiation from household light sources, and its mild reaction conditions make it tolerant of a range of functional groups. The strategy employs electrophilic phthalimide-derived di- and trifluoromethylthiolation reagents and exploits the ability of the imidyl radical to carry a radical chain.

Keywords: decarboxylation; difluoromethylthiolation; photocatalysis; trifluoromethylthiolation; visible light.