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Visible‐Light‐Promoted Trifluoromethylthiolation of Styrenes by Dual Photoredox/Halide Catalysis
Author(s) -
Honeker Roman,
GarzaSanchez R. Aleyda,
Hopkinson Matthew N.,
Glorius Frank
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201600190
Subject(s) - photoredox catalysis , chemistry , halide , reagent , photochemistry , pinacol , catalysis , alkyl , ketone , visible spectrum , photocatalysis , combinatorial chemistry , organic chemistry , materials science , optoelectronics
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–SCF 3 compounds of relevance in pharmaceutical chemistry directly from alkenes under mild conditions with irradiation from household light sources. Furthermore, alkyl–SCF 3 ‐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 SCF 3 radical.