Issue 32, 2023

Facile access to S-methyl dithiocarbamates with sulfonium or sulfoxonium iodide as a methylation reagent

Abstract

Efficient access to S-methyl dithiocarbamates was achieved with sulfonium or sulfoxonium iodide as a methylation reagent. This method is reliable for the synthesis of dithiocarbamates from primary or secondary amines, with sulfoxonium iodide demonstrating more robust methylation capability than sulfonium iodide. Moreover, it also enables facile access to S-trideuteromethyl dithiocarbamates via sulfoxonium metathesis between sulfoxonium iodide and DMSO-d6 with high yields.

Graphical abstract: Facile access to S-methyl dithiocarbamates with sulfonium or sulfoxonium iodide as a methylation reagent

Supplementary files

Article information

Article type
Communication
Submitted
13 Jun 2023
Accepted
21 Jul 2023
First published
25 Jul 2023

Org. Biomol. Chem., 2023,21, 6474-6478

Facile access to S-methyl dithiocarbamates with sulfonium or sulfoxonium iodide as a methylation reagent

H. Deng, L. Xiang, Z. Yuan, B. Lin, Y. He, Q. Hou, Y. Ruan and J. Zhang, Org. Biomol. Chem., 2023, 21, 6474 DOI: 10.1039/D3OB00932G

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