Access to a new class of synthetic building blocks via trifluoromethoxylation of pyridines and pyrimidines.

ABSTRACT: Since the first synthesis of trifluoromethyl ethers in 1935, the trifluoromethoxy (OCF₃) group has made a remarkable impact in medicinal, agrochemical, and materials science research. However, our inability to facilely incorporate the OCF₃ group into molecules, especially heteroaromatics, has limited its potential across a broad spectrum of technological applications. Herein, we report a scalable and operationally simple protocol for regioselective trifluoromethoxylation of a wide range of functionalized pyridines and pyrimidines under mild reaction conditions. The trifluoromethoxylated products are useful scaffolds that can be further elaborated by amidation and palladium-catalysed cross coupling reactions. Mechanistic studies suggest that a radical O-trifluor

SUBMITTER: Feng P 

PROVIDER: S-EPMC5110255 | biostudies-literature | 2016 Jan

REPOSITORIES: biostudies-literature