Nickel-Catalyzed Cross-Electrophile Coupling between C(sp2)–F and C(sp2)–Cl Bonds by the Reaction of ortho-Fluoro-Aromatic Amides with Aryl Chlorides

Ni-catalyzed cross-electrophile coupling between C­(sp2)–F bonds in ortho-fluoro-substituted aromatic amides and C­(sp2)–Cl bonds in aryl chlorides in the presence of Zn as a reductant and LiOtBu as a base, and LiCl and ZnCl2 as additives is reported. The reaction displayed excellent functional group tolerance and a broad substrate scope. The reaction was also applicable to cross-electrophile coupling between C­(sp2)–F and C­(sp2)–O bonds in an aryl tosylate and a triflate derivative.