The cross-electrophile coupling of aryl bromides and cyclic secondary alkyl bromides catalyzed by nickel/spiro-bidentate-pyox ligands with lithium chloride as the additive for the Csp2–Csp3 bond formation was reported. The reaction could tolerate functional groups such as sulfonamide, ester, aldehyde, ketone, protected indolyl, tert-butoxycarbonyl, aryl nitriles and aryl chloride. Various aryl-cyclic secondary alkyl Csp2–Csp3 bond products were synthesized under optimal reaction conditions (19 examples).
