Copper-catalyzed aerobic aliphatic C–H oxygenation directed by an amidine moiety

Abstract

A method for the oxygenation of tertiary C–H bonds of N-alkylamidines and N-(2-alkylaryl)amidines is described that utilizes the CuBr·SMe2/2,2′-bipyridine catalytic system under an O2 atmosphere and provides dihydrooxazoles and 4H-1,3-benzoxazines. The oxygen atom is incorporated from atmospheric molecular oxygen during the present process.