Nickel-Catalyzed Direct Cross-Coupling of Unactivated Aryl Fluorides with Aryl Bromides

Jing-Ao Ren,^a Jin-He Na,^a Chao Gui,^a Chengping Miao,^b Xue-Qiang Chu,^a Mengtao Ma,^c Hao Xu,*^a Xiaocong Zhou,*^b and Zhi-Liang Shen*^a

^a Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China. E-mail: xuhao@njtech.edu.cn; ias_zlshen@njtech.edu.cn.

^b College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China. E-mail: xczhou@zjxu.edu.cn.

^c College of Science, Nanjing Forestry University, Nanjing 210037, China.

Abstract: A nickel-catalyzed direct cross-coupling of unactivated aryl fluoride with aryl bromide is realized. The “one-pot” reaction, which avoids the use of preformed and sensitive organometallic reagents, proceeded effectively via C-F bond cleavage at room temperature in THF in the presence of phosphine ligand and magnesium powder (with or without TMSCl) to produce the desired biaryls in modest to good yields.

Organic Letters 2023, 25, 5525-5529. (highlighted by Org. Process Res. Dev. 2023, 27, 1827−1840. Impact factor: 5.2)

论文链接：https://pubs.acs.org/doi/10.1021/acs.orglett.3c02000