Issue 37, 2020

Electrochemically generated N-iodoaminium species as key intermediates for selective methyl sulphonylimination of tertiary amines

Abstract

Reported herein is a straightforward protocol for approaching N-sulphonylamidines via an electricity-driven, iodine-mediated cross dehydrogenative condensation (CDC) between sulphonamides and tertiary amines, which features exclusive N–CH3 selectivity for the amine partners. Mechanistic studies indicate that an in situ generated N-iodoaminium species serves as the key intermediate.

Graphical abstract: Electrochemically generated N-iodoaminium species as key intermediates for selective methyl sulphonylimination of tertiary amines

Supplementary files

Article information

Article type
Communication
Submitted
31 Dec 2019
Accepted
20 Mar 2020
First published
23 Mar 2020

Chem. Commun., 2020,56, 5010-5013

Electrochemically generated N-iodoaminium species as key intermediates for selective methyl sulphonylimination of tertiary amines

B. Huang, C. Yang, J. Zhou and W. Xia, Chem. Commun., 2020, 56, 5010 DOI: 10.1039/C9CC09869K

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