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Straightforward Synthesis of Alkyl Fluorides via Visible-Light-Induced Hydromono- and Difluoroalkylations of Alkenes with α-Fluoro Carboxylic Acids

Chunfang Guo, Xuliang Han, Yu Feng, Zhaolong Liu, Yueyun Li, Hui Liu, Lizhi Zhang, Yunhui Dong, Xinjin Li

2022The Journal of Organic Chemistry27 citationsDOI

Abstract

We herein report the first visible-light-induced hydromono- and difluoroalkylations of alkenes with inexpensive and easily accessible α-fluoro carboxylic acids. This metal-free protocol exhibits mild conditions, high efficiency, and excellent functional-group tolerance, providing a straightforward approach to mono- and difluoroalkylated alkanes. Moreover, the fluorine effect on the hydrofluoroalkylation reaction is discussed in detail.

Topics & Concepts

AlkylFluorineVisible spectrumChemistryFunctional groupCarboxylic acidCombinatorial chemistryReaction conditionsMetalOrganic chemistryMaterials scienceCatalysisOptoelectronicsPolymerFluorine in Organic ChemistryRadical Photochemical Reactions
Straightforward Synthesis of Alkyl Fluorides via Visible-Light-Induced Hydromono- and Difluoroalkylations of Alkenes with α-Fluoro Carboxylic Acids | Litcius