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

Org Biomol Chem. 2023 Aug 16;21(32):6474-6478. doi: 10.1039/d3ob00932g.

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.