Nickel-catalyzed cross-electrophile coupling of aryl thiols with aryl bromides via C–S bond activation

Hao Xu,*^aCai-Yu He,^aBo-Jie Huo,^aJia-Wen Jing,^aChengping Miao,^bWeidong Rao,^cXue-Qiang Chu,^aXiaocong Zhou,*^band Zhi-Liang Shen*^a

^aTechnical 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.

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

^cJiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.

Abstract:The reaction of aryl thiols with aryl bromides usually provides thioethers as the major products, even in the presence of a transition metal catalyst and a zinc mediator. We report here a cross-electrophile coupling of aryl thiols with aryl bromides via C–S bond activation instead of S–H bond cleavage. The reaction proceeded effectively in the presence of a nickel catalyst, magnesium turnings, and lithium chloride in THF at room temperature to afford a variety of structurally diverse biaryls in moderate to good yields.

Organic Chemistry Frontiers2023,10, 5171-5179.(Impact factor: 5.4)

论文链接：https://pubs.rsc.org/en/content/articlelanding/2023/qo/d3qo01236k