Trifluoromethylation of Aryl and Heteroaryl Halides with Fluoroform-Derived CuCF3: Scope, Limitations, and Mechanistic Features
Anton Lishchynskyi, Maxim A. Novikov, Eddy Martin, Eduardo C. Escudero-Adán, Petr Novák and Vladimir V. Grushin*
*Institute of Chemical Research of Catalonia (ICIQ), Tarragona 43007, Spain, Email: vgrushiniciq.es
A. Lishchynskyi, M. A. Novikov, E. Martin, E. C. Escudero-Adán, P. Novák, V. V. Grushin, J. Org. Chem., 2013, 78, 11126-11146.
DOI: 10.1021/jo401423h
Abstract
Fluoroform-derived CuCF3 exhibits remarkably high reactivity toward aryl and heteroaryl halides. A broad variety of iodoarenes undergo smooth trifluoromethylation with the ligandless CuCF3 to give the corresponding benzotrifluorides in nearly quantitative yield. A number of much less reactive aromatic bromides also have been trifluoromethylated.
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Key Words
ID: J42-Y2013