Visible-Light-Induced Cascade Cyclization of <i>N</i>-Propargyl Aromatic Amines and Acyl Oxime Esters: Rapid Access to 3-Acylated Quinolines
Man Zhang, Sixin Wu, Lei Wang, Ziqin Xia, Kaimo Kuang, Qiankun Xu, Fangli Zhao, Nengneng Zhou
Abstract
Visible-light-induced radical cascade acylation/cyclization/aromatization of N-propargyl aromatic amines and acyl oxime esters for the construction of 3-acylated quinolines is developed. This approach uses acyl oxime esters as the precursor of acyl radicals as well as acylation reagents, Eosin Y as the photocatalyst, and acetonitrile as the solvent, providing a convenient route toward 3-acylated quinolines via the C–C bond cleavage of acyl oxime esters.
Topics & Concepts
ChemistryOximeAcylationPropargylAcetonitrileAromatizationReagentOrganic chemistryCatalysisRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods