Issue 18, 2024

Electrochemical desulfurative formation of C–N bonds through selective activation of inert C(sp3)–S bonds

Abstract

In this study, we introduce an efficient, metal-free electrocatalytic desulfurative protocol for forming C–N bonds by selectively activating inert C(sp3)–S bonds of alkyl thioethers. This method offers a straightforward and environmentally friendly approach for modification of heterocyclic compounds from readily accessible thioethers. Preliminary mechanistic investigations suggest that the reaction proceeds via a carbocation intermediate. Furthermore, successful synthesis on a 10-gram scale was achieved in a continuous flow electrochemical reactor.

Graphical abstract: Electrochemical desulfurative formation of C–N bonds through selective activation of inert C(sp3)–S bonds

Supplementary files

Article information

Article type
Communication
Submitted
10 Jan 2024
Accepted
31 Jan 2024
First published
01 Feb 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 2501-2504

Electrochemical desulfurative formation of C–N bonds through selective activation of inert C(sp3)–S bonds

S. Guo, Y. Li, Q. Li and K. Zheng, Chem. Commun., 2024, 60, 2501 DOI: 10.1039/D4CC00142G

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