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Photoinduced Three‐Component Cyclization of Arylamines, Enaminones and Difluorobromoacetates to 2,3‐Difunctionalized Quinolines

Jie Huo, Xiao Geng, Wanmei Li, Pengfei Zhang, Lei Wang

2022Advanced Synthesis & Catalysis32 citationsDOI

Abstract

Abstract A photoinduced multicomponent reaction of arylamines, enaminones and difluorobromoacetates for the synthesis of 2,3‐difunctionalized quinolines is reported. This strategy features broad functional groups tolerance and wide substrate scopes that enables further synthetic applications of the obtained products. Mechanistic studies reveal that intermolecular [3+3] cyclization between in‐situ generated 1,3‐vinylimine ions and arylamines is the key step in this transformation. magnified image

Topics & Concepts

ChemistryIntermolecular forceCombinatorial chemistrySubstrate (aquarium)Transformation (genetics)Component (thermodynamics)PhotochemistryOrganic chemistryMoleculeThermodynamicsOceanographyPhysicsGeologyGeneBiochemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsRadical Photochemical Reactions