Cobalt-catalyzed hydrothiolation of alkynes for the diverse synthesis of branched alkenyl sulfides

Jiale Ying, Yan Tan and Zhan Lu ()
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Jiale Ying: Zhejiang University
Yan Tan: Zhengzhou University
Zhan Lu: Zhejiang University

Nature Communications, 2024, vol. 15, issue 1, 1-9

Abstract: Abstract Alkenyl sulfides have gained increasing prominence in medicinal chemistry and materials. Hydrothiolation of alkynes for the diverse synthesis of alkenyl sulfides is an appealing method. Herein, we report a cobalt-catalyzed Markovnikov hydromethylthiolation of alkynes to afford branched alkenyl methylsulfanes with good yields and high regioselectivity. This method also enables the diverse synthesis of branched alkenyl sulfides. The reaction shows good functional group tolerance and could be scaled up. The mechanistic studies including control experiments, deuterium-labeling experiments, and Hammett plot indicated alkynes insertion followed by electrophilic thiolation pathway.

Date: 2024
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DOI: 10.1038/s41467-024-52249-x

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