Metal-Free,Site-Selective C-H Fluorination of Heteroarenes Under Visible Light  

作　　者：Cheng Huang Chang-Ming You Yu-Shu Qin Rui-Nan Ci Peng Xiao Sheng Tang Bin Liu Zhenhong Wei Li-Zhu Wu Hu Cai 

机构地区：[1]School of Chemistry and Chemical Engineering,Nanchang University,Nanchang,Jiangxi 330031 [2]Key Laboratory of Photochemical Conversion and Optoelectronic Materials,Technical Institute of Physics and Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,Beijing 100190 [3]School of Future Technology,University of Chinese Academy of Sciences,Beijing 100049

出　　处：《CCS Chemistry》2024年第7期1681-1688,共8页中国化学会会刊（英文）

基　　金：financial support from the National Natural Science Foundation of China (grant no.22201121);Jiangxi Provincial Natural Science Foundation (grant nos.20224BAB213006 and 20232BAB203002).

摘　　要：The site-selective C-H fluorination of heteroarenes is a straightforward approach to accessing valuable heteroaryl fluorides but remains a formidable challenge.Herein,we report a general strategy for visible-light-induced C-H fluorination of heteroarenes via the merger of N-F fluorinating reagents and silane.Electron paramagnetic resonance experiments provide evidence for the homolytic cleavage of the N-F bond under blue light-emitting diode irradiation,which is the key step in the process.This transformation is metal-free,photocatalysts-free,and site-selective under mild reaction conditions(ambient temperature,visible-light irradiation,tolerant to H2O).The robustness of this protocol has also been highlighted by late-stage modification of complex and medicinally relevant molecules.

关 键 词：selective C-H fluorination heteroaryl fluorides C(sp^(2))-F bond formation PHOTOCHEMISTRY radical chemistry 

分 类 号：O62[理学—有机化学]