Diastereoselective Construction of Eight-Membered Carbocycles through Palladium-Catalyzed C(sp3)–H Functionalization

A palladium-catalyzed cross-coupling reaction of 2-alkylphenyl bromides with biphenylene has been developed. The reactions formed eight-membered carbocycles through C(sp3)–H activation and the formation of two C–C bonds, and the chiral products were obtained with excellent diastereoselectivity. The reaction provides a new strategy for the construction of eight-membered carbocycles, and the products represent a novel type of chiral scaffold.