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Merck

Direct electrophilic N-trifluoromethylation of azoles by a hypervalent iodine reagent.

Angewandte Chemie (International ed. in English) (2012-05-23)
Katrin Niedermann, Natalja Früh, Remo Senn, Barbara Czarniecki, René Verel, Antonio Togni
RESUMEN

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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Sigma-Aldrich
3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, 95%