N,N- and N,O-Bidentate-Chelation-Assisted Alkenyl C-H Functionalization.

Chelation-assisted olefinic C-H functionalization has been demonstrated to be a powerful method of constructing multi-substituted alkenes from simpler ones. This strategy produces complex alkenes in a regio- and stereoselective manner, followed by C-H endo- and exo-cyclometallation. Among the various directing groups developed, N,N- and N,O-bidentate directing groups are the most widely used to selectively promote C-H functionalization due to their fine, tunable, and reversible coordination with the metal center. In this review, we discuss various N,N- and N,O-bidentate directing group-assisted olefinic C-H bond functionalization reactions, including alkenylation, alkylation, arylation, thiolation, silylation, halogenation, and cyclization.