Photoinduced Transition‐Metal and External Photosensitizer Free Benzylic Fluorination of Unactivated Alkylarenes

Author:

Lai Jiawen12,Xiao Xuan12,Shao Shixing12,Wang Shuping12,Kan Jian12ORCID,Su Weiping23ORCID

Affiliation:

1. College of Chemistry & Materials Science Fujian Normal University 350007 Fuzhou Fujian P. R. China

2. State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences 350002 Fuzhou Fujian P. R. China

3. Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China 350108 Fuzhou Fujian P. R. China

Abstract

AbstractA green and efficient protocol for the direct monofluorination of unactivated alkylarenes under visible‐light irradiation has been developed, without any extraneous transition‐metal catalysts or photosensitizers. This method is compatible with a broad spectrum of functional groups, including carboxylic and alcoholic scaffolds, under mild reaction conditions. Gram‐scale synthesis of a fluorine‐containing pharmaceutical analogue was successfully executed, underscoring the strategy's reliability and practicality. Furthermore, mechanistic studies suggest that a single‐electron transfer mechanism might be responsible for the generation of the benzylic radicals in initiation step.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Fujian Province

National Key Research and Development Program of China Stem Cell and Translational Research

Publisher

Wiley

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