Facile access to S-methyl dithiocarbamates with sulfonium or sulfoxonium iodide as a methylation reagent†
Huiying Deng,Lingling Xiang,Zhijun Yuan,Bohong Lin,Yiting He,Qi Hou,Yaoping Ruan,Jing Zhang
Organic & Biomolecular Chemistry Pub Date : 07/25/2023 00:00:00 , 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.

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