Issue 20, 2023

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

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
04 Aug 2023
Accepted
29 Aug 2023
First published
30 Aug 2023

Org. Chem. Front., 2023,10, 5171-5179

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

H. Xu, C. He, B. Huo, J. Jing, C. Miao, W. Rao, X. Chu, X. Zhou and Z. Shen, Org. Chem. Front., 2023, 10, 5171 DOI: 10.1039/D3QO01236K

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