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Copper-Mediated C(sp2)-H Thiolation of Free Amines Enabled by a Transient Directing Group
Journal article   Peer reviewed

Copper-Mediated C(sp2)-H Thiolation of Free Amines Enabled by a Transient Directing Group

Ming-Shun Mei, Dongsheng Yi, Fanyi Meng, Junhao Tang and Yanghui Zhang
Organic letters, Vol.27(24), pp.6284-6290
20/06/2025
PMID: 40471868

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
A copper-mediated C-H thiolation reaction of benzylamines has been developed using a transient directing group strategy. In this reaction, picolinaldehyde was used as the catalyst, which forms a transient imine directing group in situ with benzylamines to facilitate C-H activation. This method not only provides a straightforward route to aryl sulfides but also represents one of the rare examples of first-row transition metal-mediated C-H functionalization via a transient directing group approach. The work highlights the potential of cost-effective copper catalysts in enabling challenging C-S bond formations, advancing the field of sustainable C-H functionalization.

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