Direct Electrophilic N‐Trifluoromethylation of Azoles by a Hypervalent Iodine Reagent | Zendy

Niedermann Katrin | Zendy; Früh Natalja | Zendy; Senn Remo | Zendy; Czarniecki Barbara | Zendy; Verel René | Zendy; Togni Antonio | Zendy

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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.

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