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Highly mono-selective ortho-methylthiolation of benzamides via cobalt-catalyzed sp2 C–H activation

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Abstract

A highly mono-selective ortho-methylthiolation of benzamides was achieved via Co-catalyzed coupling of benzamides with DMSO. The reaction employs an 8-aminoquinoline group as the bidentate directing group and DMSO as the methylthiolation source. Instead of a mixture of mono- and di-alkylthio-substituted products obtained by previously reported procedures, our reaction gave the mono-methylthioethers only. Another notable feature of this newly developed protocol is that acrylamides can also be efficiently mono-methylthiolated.

Graphical abstract: Highly mono-selective ortho-methylthiolation of benzamides via cobalt-catalyzed sp2 C–H activation

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Publication details

The article was received on 14 Aug 2017, accepted on 30 Sep 2017 and first published on 09 Oct 2017


Article type: Research Article
DOI: 10.1039/C7QO00717E
Citation: Org. Chem. Front., 2018, Advance Article
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    Highly mono-selective ortho-methylthiolation of benzamides via cobalt-catalyzed sp2 C–H activation

    L. Hu, X. Chen, L. Yu, Y. Yu, Z. Tan, G. Zhu and Q. Gui, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C7QO00717E

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