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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 

作者机构:School of Chemistry and Chemical EngineeringNanchang UniversityNanchangJiangxi 330031 Key Laboratory of Photochemical Conversion and Optoelectronic MaterialsTechnical Institute of Physics and ChemistryUniversity of Chinese Academy of SciencesChinese Academy of SciencesBeijing 100190 School of Future TechnologyUniversity of Chinese Academy of SciencesBeijing 100049 

出 版 物:《CCS Chemistry》 (中国化学会会刊(英文))

年 卷 期:2024年第6卷第7期

页      面:1681-1688页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

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) 

主  题:selective C-H fluorination heteroaryl fluorides C(sp^(2))-F bond formation photochemistry radical chemistry 

摘      要:The site-selective C-H fluorination of heteroarenes is a straightforward approach to accessing valuable heteroaryl fluorides but remains a formidable ***,we report a general strategy for visible-light-induced C-H fluorination of heteroarenes via the merger of N-F fluorinating reagents and *** 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 *** 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.

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