Litcius/Paper detail

Visible‐Light‐Induced Photoredox Dehydrative Coupling/Cyclization of N‐Arylacrylamides with Hydroxyketones

Wanying Yan, Zhonghua Qu, Feng Zhao, Guo‐Jun Deng, Guojiang Mao, Huawen Huang

2023Advanced Synthesis & Catalysis24 citationsDOI

Abstract

Abstract A mild visible‐light induced 4CzIPN/H + photoredox system has been developed that enables hydroxyketones serving as a carbon radical precursor via formal C−O bond cleavage. This process was successfully exploited in the coupling/cyclization reaction of N‐arylacrylamides and thereby provided a viable access to acyl oxindoles. This protocol features advantages including no need for any metal catalyst and additive, high yielding, broad substrate scope, gram scalability, and release of H 2 O as the sole byproduct. magnified image

Topics & Concepts

ChemistryCatalysisVisible spectrumPhotoredox catalysisPhotochemistrySubstrate (aquarium)Bond cleavageCoupling (piping)Combinatorial chemistryCleavage (geology)Coupling reactionOrganic chemistryPhotocatalysisOptoelectronicsFracture (geology)Geotechnical engineeringPhysicsGeologyEngineeringOceanographyMechanical engineeringRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods