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Direct Electrophilic N‐Trifluoromethylation of Azoles by a Hypervalent Iodine Reagent
Author(s) -
Niedermann Katrin,
Früh Natalja,
Senn Remo,
Czarniecki Barbara,
Verel René,
Togni Antonio
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201201572
Subject(s) - hypervalent molecule , trifluoromethylation , reagent , electrophile , iodine , chemistry , silylation , combinatorial chemistry , organic chemistry , catalysis , alkyl , trifluoromethyl
Effective CF 3 transfer : Various electron‐rich nitrogen heterocycles (pyrazoles, triazoles, and tetrazoles) can be directly N‐trifluoromethylated by a hypervalent iodine reagent in an efficient manner. The optimized procedure, which includes an in situ silylation of the substrate followed by an acid‐catalyzed CF 3 transfer, provides ready access to a series of new and previously challenging or inaccessible NCF 3 compounds.