Visible Light/Tertiary Amine Promoted Synergistic Hydroxydifluoroacetamidation of Unactivated Alkenes under Air
Bin Sun, Rui Zhu, Xiaohui Zhuang, Xiayue Shi, Panyi Huang, Zhiyang Yan, Chuanming Yu, Can Jin
Abstract
An efficient and novel method for regioselective hydroxydifluoroacetamidation of alkenes with bromodifluoroacetamides has been achieved via a tandem radical pathway mediated by photoredox catalysis under metal-free conditions. This transformation proceeded smoothly in the presence of Rhodamine 6G, affording a series of α,α-difluoro-γ-hydroxyacetamides in moderate to excellent yields. The significant advantages of this protocol are the low-cost photocatalyst, readily available starting materials, synthetic convenience, and wide functional group compatibility.
Topics & Concepts
ChemistryPhotoredox catalysisTandemRegioselectivityFunctional groupCombinatorial chemistryCatalysisAmine gas treatingRhodamine 6GPhotocatalysisRhodamineOrganic chemistryPhotochemistryMoleculePhysicsComposite materialPolymerFluorescenceQuantum mechanicsMaterials scienceFluorine in Organic ChemistryRadical Photochemical ReactionsSulfur-Based Synthesis Techniques