Ni-Catalyzed Remote Radical/Cross-Electrophile Coupling Cascade for Selective C(sp<sup>3</sup>)–H Arylation
Yating Wen, Xiangtao Kong, Hongchao Liu, Cui‐Tian Wang, Wan‐Xu Wei, Bin Wang, Xue‐Yuan Liu, Yong‐Min Liang
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 N-fluorocarboxamides with yields up to 80%. Furthermore, a series of control experiments demonstrated that this reaction is probably initiated by a radical process.
Topics & Concepts
ElectrophileChemistryCatalysisCascadeCoupling (piping)Medicinal chemistryCombinatorial chemistryOrganic chemistryMechanical engineeringChromatographyEngineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions