Organic Chemistry Portal

Abstracts

Search:

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.

see article for more examples



Key Words

trifluoromethylation


ID: J42-Y2013