A palladium­(II)-catalyzed enantioselective oxidative cross-coupling of ferrocenes with heteroarenes is described. Mono-N-protected amino acids can be used as sources of chirality. With azine as an efficient directing group, various substituted planar chiral ferrocenes were obtained via a dual C–H bond activation pathway in medium yields (up to 72%) with good enantioselectivity (up to 89.4:10.6 er) under mild conditions.

The asymmetric C–H bond functionalization reaction is one of the most efficient and straightforward methods for the synthesis of optically active molecules. Herein, our work discovered a Pd-catalyzed asymmetric oxidative C–H/C–H cross-coupling reaction of ferrocenes with azoles such as oxazoles and thiazoles. Mono-N-protected amino acid as chiral ligands with palladium(II) has been demonstrated as an effective catalytic system in a weakly azine-directed asymmetric C–H bond functionalization reaction. This method offers a powerful strategy for constructing various substituted planar chiral ferrocenes via a dual C–H bond activation pathway in medium yields (up to 70%) with good enantioselectivity (up to 95.3:4.7 er) under mild conditions.

By deaminative coupling reaction of α-aminoesters and α-aminoacetonitriles with thiols, a new strategy for the synthesis of α-thioaryl esters and nitriles is described, which represents an example of converting C(sp3)-N...