Nickel‐Catalyzed Reductive Alkylation of Heteroaryl Imines**

The preparation of heterobenzylic amines by a Ni-catalyzed reductive cross-coupling between heteroaryl imines and C(sp3) electrophiles is reported. This umpolung-type alkylation proceeds under mild conditions, avoids the pre-generation organometallic reagents, exhibits good functional group tolerance. Mechanistic studies are consistent with imine substrate acting as redox-active ligand upon coordination to low-valent Ni center. resulting bis(2-imino)heterocycle⋅Ni complexes can engage in reactions variety electrophiles, giving amine products yields.