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

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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

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Article information


Submitted
31 Dec 2019
Accepted
20 Mar 2020
First published
23 Mar 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

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, Advance Article , DOI: 10.1039/C9CC09869K

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