Palladium-catalyzed chemoselective anaerobic oxidation of N-heterocycle-containing alcohols

Abstract

The palladium-catalyzed anaerobic oxidation for N-heterocycle-containing alcohols has been developed with chloroarenes as oxidants. In this process, primary and secondary alcohols were selectively oxidized even in the presence of cyclic amines as well as heteroarenes, and primary, secondary, and tertiary amino groups were found to be well tolerated. Moreover, a gram-scale chemoselective oxidation was achieved in addition to a double oxidation of a diamino diol.