Visible-light photoredox-catalyzed radical aryldifluoromethylation of -arylacrylamides with -(difluoromethyl)sulfonium salt.

Org Biomol Chem

School of Pharmaceutical Sciences, Shenzhen University Medical School, Shenzhen University, 1066 Xueyuan Avenue, Nanshan District, Shenzhen 518055, China.

Published: May 2023

A facile and highly efficient visible-light photoredox-catalyzed protocol for aryldifluoromethylation of acrylamides was developed using -(difluoromethyl)sulfonium salt as the difluoromethyl source. With this method, pharmaceutically interesting CFH-containing oxindoles were readily accessed from -arylacrylamides, and this method featured mild reaction conditions, a broad scope of substrates, good tolerance of functional groups, and good to excellent yields. Control experiments revealed that this protocol proceeded through a difluoromethylation/cyclization cascade process.

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http://dx.doi.org/10.1039/d3ob00488kDOI Listing

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