Ni-Catalyzed Remote Radical/Cross-Electrophile Coupling Cascade for Selective C(sp³)–H Arylation

Abstract

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(sp³)-H bond is regioselectively activated, and Ar-I as the available electrophile is used for the construction of the C(sp³)-C(sp²) bond. This method also has broad applicability for benzylic and aliphatic <i>N</i>-fluorocarboxamides with yields up to 80%. Furthermore, a series of control experiments demonstrated that this reaction is probably initiated by a radical process.