Premium
Trifluoromethyl Sulfoxides: Reagents for Metal‐Free C−H Trifluoromethylthiolation
Author(s) -
Wang Dong,
Carlton C. Grace,
Tayu Masanori,
McDouall Joseph J. W.,
Perry Gregory J. P.,
Procter David J.
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202005531
Subject(s) - sulfonium , chemistry , reagent , trifluoromethyl , salt (chemistry) , combinatorial chemistry , ligand (biochemistry) , surface modification , organic chemistry , metal , polymer chemistry , biochemistry , alkyl , receptor
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.