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Synthesis of Fluoroalkylated Pyrrolidines through Neat Reaction of Fluoroalkyl Iodides with <i>N, N</i>‐Diallylamines

Ting Mao, Weipiao Li, Xiao‐Xiao Liu, Haoyang Wang, Wen‐Yong Han, Jie Tong, Shiji Xiao, Liang Zhao, Chun‐Yang He

2023Advanced Synthesis & Catalysis11 citationsDOIOpen Access PDF

Abstract

Abstract We presented a cascade transformation of N , N ‐diallylamines and fluoroalkyl iodides into various functionalized fluoroalkylated pyrrolidines through a visible light‐induced synthetic process in the solvent‐free conditions. In this reaction system, the substrate N, N ‐diallylamine acted both as the base and the electron donor. We further demonstrated the practicality of this protocol by the direct modification of amino acids and pharmaceutical molecules.

Topics & Concepts

ChemistrySubstrate (aquarium)SolventBase (topology)MoleculeOrganic chemistryReaction conditionsTransformation (genetics)Combinatorial chemistryCascadeCatalysisChromatographyMathematical analysisGeneGeologyBiochemistryOceanographyMathematicsFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods