Dual C-H functionalization of N-aryl amines: Synthesis of polycyclic amines via an oxidative povarov approach

Abstract

Iminium ions generated in situ via copper(I) bromide catalyzed oxidation of N-aryl amines readily undergo [4 + 2] cycloadditions with a range of dienophiles. This method involves the functionalization of both a C(sp 3)-H and a C(sp2)-H bond and enables the rapid construction of polycyclic amines under relatively mild conditions. © 2014 American Chemical Society.