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

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 sul...

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Published inOrganic & biomolecular chemistry Vol. 21; no. 32; pp. 6474 - 6478
Main Authors Deng, Huiying, Xiang, Lingling, Yuan, Zhijun, Lin, Bohong, He, Yiting, Hou, Qi, Ruan, Yaoping, Zhang, Jing
Format Journal Article
Published 16.08.2023
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Summary: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- d 6 with high yields. Inspired by S -adenosyl- l -methionine (SAM), sulfonium and sulfoxonium iodides were explored as methylation reagents to access S -methyl and S -trideuteromethyl dithiocarbamates.
Bibliography:https://doi.org/10.1039/d3ob00932g
Electronic supplementary information (ESI) available. See DOI
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00932g