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Nickel-catalyzed cross-electrophile coupling of aryl thiols with aryl bromides C-S bond activation
Journal article   Peer reviewed

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

Hao Xu, Cai-Yu He, Bo-Jie Huo, Jia-Wen Jing, Chengping Miao, Weidong Rao, Xue-Qiang Chu, Xiaocong Zhou and Zhi-Liang Shen
Organic Chemistry Frontiers, Vol.1(2), pp.5171-5179
10/10/2023
Handle:
https://hdl.handle.net/10192/63287

Abstract

Chemical Sciences
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. We report 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, and lithium chloride to afford various biaryls in moderate to good yields.

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