Oxidative Coupling of Aryl Boronic Acids with Aryl- and Alkylamines via Cooperative Photoredox and Copper Catalysis

Copper(II)-catalyzed oxidative cross-couplings of aryl boronic acids with aryl- and alkylamines have been accomplished across a range of substrates in the presence of a ruthenium(II)-photoredox cocatalyst under mild aerobic conditions. This modified C−N cross-coupling reaction allows the incorporation of alkylamines to both electron poor− and electron-rich aryl boronic acids with low photocatalyst loadings and under ambient atmosphere. The coupling protocol provides secondary amines in yields of 63-90% during the safe, procedurally improved process.