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Metal-free visible-light-induced hydroxy-perfluoroalkylation of conjugated olefins using enamine catalyst

Koto Tagami, Yu Ofuji, Tadashi Kanbara, Tomoko Yajima

2022RSC Advances18 citationsDOIOpen Access PDF

Abstract

halogen-bonding, promoting the perfluoroalkyl radical generation. This reaction does not require any transition-metal or photoredox catalyst, and gaseous oxygen is used as the green hydroxy source. Moreover, various commercially available substrates and perfluoroalkyl iodides were tolerated, affording the desired hydroxy-perfluoroalkylated products in good to moderate yields (>50 examples, up to 90%).

Topics & Concepts

ChemistryEnamineCatalysisIodidePhotochemistryConjugated systemPhotocatalysisAmine gas treatingTransition metalRadicalHalogenOrganic chemistryPolymerAlkylFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Metal-free visible-light-induced hydroxy-perfluoroalkylation of conjugated olefins using enamine catalyst | Litcius