Ni-Catalyzed Remote Radical/Cross-Electrophile Coupling Cascade for Selective C(sp 3 )-H Arylation.

An innovative 1,5-HAT cascade strategy has been advanced for the nickel-catalyzed distal arylation via cross-electrophile coupling. Through specific migration, the remote C(sp 3 )-H bond is regioselectively activated, and Ar-I as the available electrophile is used for the construction of the C(sp 3 )-C(sp 2 ) bond. This method also has broad applicability for benzylic and aliphatic N -fluorocarboxamides with yields up to 80%. Furthermore, a series of control experiments demonstrated that this reaction is probably initiated by a radical process.