Affiliation:
1. Medicinal Chemistry GSK Medicines Research Centre Gunnels Wood Road SG1 2NY Stevenage England U.K.
2. Department of Pure and Applied Chemistry University of Strathclyde G1 1XL Glasgow Scotland U.K.
Abstract
AbstractThe use of trifluoromethyl containing compounds is well established within medicinal chemistry, with a range of approved drugs containing C−CF3 and O−CF3 moieties. However, the utilisation of the N−CF3 functional group remains relatively unexplored. This may be attributed to the challenging synthesis of this unit, with many current methods employing harsh conditions or less accessible reagents. A robust methodology for the N‐trifluoromethylation of secondary amines has been developed, which employs an umpolung strategy in the form of a copper‐catalysed electrophilic amination. The method is operationally simple, uses mild, inexpensive reagents, and has been used to synthesise a range of novel, structurally complex N−CF3 containing compounds.
Funder
Engineering and Physical Sciences Research Council
GlaxoSmithKline
Subject
General Chemistry,Catalysis,Organic Chemistry