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Photoredox-Catalyzed Difunctionalization of Unactivated Olefins for Synthesizing Lactam-Substituted <i>gem</i>-Difluoroalkenes

Jie Shi, Li‐Yun Guo, Qu-Ping Hu, Yutao Liu, Qing Li, Fei Pan

2021Organic Letters43 citationsDOI

Abstract

Herein, the synthesis of lactam-substituted gem-difluoroalkenes has been developed through a photoredox-catalyzed radical cascade reaction. This developed photoredox-catalyzed, Brønsted base-assisted intramolecular 5-exo-trig cyclization/intermolecular radical addition/β-fluoride elimination reaction offers a simple method for producing lactam, carbamate, or urea-substituted gem-difluoroalkenes with good functional group tolerance and high yields.

Topics & Concepts

ChemistryPhotoredox catalysisCatalysisIntermolecular forceCombinatorial chemistryIntramolecular forceFunctional groupLactamOrganic chemistryMoleculePhotocatalysisPolymerFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Photoredox-Catalyzed Difunctionalization of Unactivated Olefins for Synthesizing Lactam-Substituted <i>gem</i>-Difluoroalkenes | Litcius