Issue 50, 2019, Issue in Progress

Electrochemical synthesis of copper(i) acetylides via simultaneous copper ion and catalytic base electrogeneration for use in click chemistry

Abstract

We report an efficient and sustainable electrochemical synthesis of copper(I) acetylides using simultaneous copper oxidation and Hofmann elimination of quaternary ammonium salts. The electrochemically-generated base was also regenerated electrochemically, making it catalytic. A ‘Click test’ (CuAAC reaction) was performed to assess product purity and an electrochemically-promoted, one-pot CuAAC reaction was performed, which serves as a promising initial demonstration of this approach in a pharmaceutically-relevant reaction.

Graphical abstract: Electrochemical synthesis of copper(i) acetylides via simultaneous copper ion and catalytic base electrogeneration for use in click chemistry

Supplementary files

Article information

Article type
Paper
Submitted
27 Aug 2019
Accepted
11 Sep 2019
First published
17 Sep 2019
This article is Open Access
Creative Commons BY license

RSC Adv., 2019,9, 29300-29304

Electrochemical synthesis of copper(I) acetylides via simultaneous copper ion and catalytic base electrogeneration for use in click chemistry

P. W. Seavill, K. B. Holt and J. D. Wilden, RSC Adv., 2019, 9, 29300 DOI: 10.1039/C9RA06782E

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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