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

Abstract

A Pd(OAc)2-catalyzed, AgOAc-promoted and bidentate ligand-directed Z selective C–H activation, followed by the β-arylation of the C(sp2)–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 β,β-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 β-arylation of N-(quinolin-8-yl)acrylamide systems.