Visible Light-Promoted Trifluoromethylthiolation of Styrenes via Dual Photoredox/Halide Catalysis

R. Honeker,† R. A. Garza-Sanchez,† M. N. Hopkinson,* F. Glorius*— 2016

Herein, we report a new visible-light-promoted strategy to access radical trifluoromethylthiolation reactions by combining halide and photoredox catalysis. This approach allows for the synthesis of vinyl–SCF3 compounds of relevance in pharmaceutical chemistry directly from alkenes under mild conditions with irradiation from household light sources. Furthermore, alkyl–SCF3-containing cyclic ketone and oxindole derivatives can be accessed by radical-polar crossover semi-pinacol and cyclization processes. Inexpensive halide salts play a crucial role in activating the trifluoromethylthiolating reagent towards photoredox catalysis and aid the formation of the SCF3 radical.

Title20. Visible Light-Promoted Trifluoromethylthiolation of Styrenes via Dual Photoredox/Halide Catalysis
AuthorR. Honeker,† R. A. Garza-Sanchez,† M. N. Hopkinson,* F. Glorius*
PublisherChemistry - A European Journal (Hot Paper)
Date2016
IdentifierDOI: 10.1002/chem.201600190
Source(s)
Relation
CitationChem. Eur. J. 2016, 22, 4395-4399