Visible-Light-Induced Photoredox-Catalyzed Selective 1,4-Difluoroalkylesterification of 1-Aryl-1,3-dienes
Ming‐Hang Bi, Ying Cheng, Wen‐Jing Xiao, Jia‐Rong Chen
Abstract
A selective three-component 1,4-difluoroalkylesterification of 1-aryl-1,3-dienes enabled by dual photoredox and copper catalysis is described. This protocol uses commercially available CF2-reagents as radical precursors and carboxylic acids as oxygen-based nucleophiles, providing access to difluoroalkylated allylic esters. This protocol could be extended to intramolecular two-component 1,4-difluoroalkylesterification to access 3-substituted benzobutyrolactones. Preliminary mechanistic studies support a radical process.
Topics & Concepts
ChemistryArylPhotoredox catalysisNucleophileReagentCatalysisIntramolecular forceAllylic rearrangementCombinatorial chemistryPhotochemistryOrganic chemistryPhotocatalysisAlkylFluorine in Organic ChemistryRadical Photochemical ReactionsInorganic Fluorides and Related Compounds