Access to Fully Substituted Dihydropyrimidines via Dual Copper/Photoredox‐Catalyzed Domino Annulation of Oxime Esters and Imines
Shujun Cao, Huaigui Li, Xinjie Teng, Huaxing Si, Rongshun Chen, Yingguang Zhu
Abstract
Abstract A domino cyclization of oxime esters and imines has been achieved by dual photoredox/copper catalysis. A variety of structurally diverse fully substituted dihydropyrimidines have been forged in 37–88% yields at room temperature. This synthetic protocol provides N ‐heterocycles with high molecular complexity and functional group diversity. The present reaction is amenable to gram‐scale synthesis, which is expected to find potential applications in organic synthesis and drug discovery. A plausible reaction mechanism is proposed. magnified image
Topics & Concepts
ChemistryOximeDominoAnnulationCatalysisCombinatorial chemistryPhotoredox catalysisCopperCascade reactionFunctional groupOrganic synthesisReaction conditionsOrganic chemistryPhotocatalysisPolymerCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions