Nickel-Catalyzed Reductive Alkylation and Arylation of Arylallylamines via C-N Bond Cleavage

Transition-metal-catalyzed C-N bond activation has emerged as a powerful yet underdeveloped strategy in synthetic chemistry, largely constrained by the high bond dissociation energy and intrinsic stability of amines. Here, we report a Ni-catalyzed deaminative reductive allylic alkylation and arylation that enables the efficient construction of C-C bonds from readily available arylallylic amines and a broad range of alkyl and aryl halides, providing a robust and stable platform for C-N bond cleavage. This transformation proceeds under mild reductive conditions and displays broad functional group tolerance. Additionally, the reaction is readily scalable to the gram level, and the synthesized products can be subjected to a range of downstream derivatizations.