Electrochemical or Photoelectrochemical Alkenylpolyfluoroalkylation of 3-Aza-1,5-dienes: Regioselective Entry to Polyfluoroalkylated 4-Pyrrolin-2-ones
Xi Hu, Minglin Tao, Kaixing Gong, Feng Qin, Xiao Hu, Yanni Li, Shaoguang Sun, Deqiang Liang
Abstract
An electrochemical or photoelectrochemical regioselective polyfluoroalkylation/cyclization cascade of 3-aza-1,5-dienes with sodium fluoroalkanesulfinates is presented. This protocol proceeds with a broad substrate scope and good functional group tolerance under mild, oxidant-free, transition-metal-free, and electrolyte-free conditions to provide 3-polyfluoroalkylated 4-pyrrolin-2-ones in one step from readily available N -vinylacrylamides, and it is readily scalable to the Gram scale.
Topics & Concepts
RegioselectivityElectrochemistryElectrolyteChemistrySubstrate (aquarium)Functional groupCombinatorial chemistryOrganic chemistryCatalysisElectrodeGeologyOceanographyPolymerPhysical chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsCyclopropane Reaction Mechanisms