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One‐Pot Sandmeyer Trifluoromethylation and Trifluoromethylthiolation
Author(s) -
Bayarmagnai Bilguun,
Matheis Christian,
Risto Eugen,
Goossen Lukas J.
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400340
Subject(s) - trifluoromethylation , chemistry , reagent , trifluoromethyl , aryl , thiocyanate , organic chemistry , combinatorial chemistry , sulfur , alkyl
Practical one‐pot procedures were developed for both Sandmeyer‐type trifluoromethylations and trifluoromethylthiolations. Starting from broadly available (hetero)aromatic amines, various benzotrifluorides were synthesized in high yields via in situ diazotization and copper‐mediated trifluoromethylation using the inexpensive Ruppert–Prakash trifluoromethylating reagent. In the presence of sodium thiocyanate as a sulfur source, aryl trifluoromethyl thioethers are exclusively formed.