Palladium(II)-catalyzed sequential C-H arylation/aerobic oxidative C-H amination: one-pot synthesis of benzimidazole-fused phenanthridines from 2-arylbenzimidazoles and aryl halides.

Starting from 2-arylbenzimidazoles and aryl halides, an efficient palladium-based catalytic method for the synthesis of benzimidazole-fused phenanthridines has been developed. This reaction sequence comprises intermolecular C-H arylation and intramolecular aerobic oxidative C-H amination, involving the rupture of two C-H bonds, one C-X bond, and one N-H bond in one pot. The Pd(II)-Pd(IV)-Pd(II) and Pd(II)-Pd(0)-Pd(II) catalytic cycles work together under the reported conditions to generate phenanthridines with diverse substituents.