Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 37, Pages 15918-15922Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202005531
Keywords
arenes; Pummerer reaction; reaction mechanisms; sulfoxides; trifluoromethylthiolation
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Funding
- EPSRC [EP/S014128/1, EP/M005062/1]
- University of Manchester
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Trifluoromethyl sulfoxides are a new class of trifluoromethylthiolating reagent. The sulfoxides engage in metal-free C-H trifluoromethylthiolation with a range of (hetero)arenes. The method is also applicable to the functionalization of important compound classes, such as ligand derivatives and polyaromatics, and in the late-stage trifluoromethylthiolation of medicines and agrochemicals. The isolation and characterization of a sulfonium salt intermediate supports an interrupted Pummerer reaction mechanism.
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