Pd(OAc)(2)-Catalyzed, AgOAc-Promoted Z Selective Directed beta-Arylation of Acrylamide Systems and Stereoselective Construction of Z-Cinnamamide Scaffolds

摘要

A Pd(OAc)(2)-catalyzed, AgOAc-promoted and bidentate ligand-directed Z selective C-H activation, followed by the beta-arylation of the C(sp(2))-H bond of N-(quinolin-8-yl)acrylamide systems with aryl- and heteroaryl iodides, and a contemporary method for the construction of various Z-cinnamamides and beta,beta-diarylated acrylamides are reported. A plausible reaction mechanism comprising the bidentate ligand-aided, chelation-based C-H functionalization was proposed for the observed Z selective beta-arylation of N-(quinolin-8-yl)acrylamide systems.