Issue 20, 2020

Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents

Abstract

An electrochemical ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermolecular ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promotor (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C–C bond forming processes.

Graphical abstract: Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents

Supplementary files

Article information

Article type
Edge Article
Submitted
24 Mar 2020
Accepted
07 May 2020
First published
08 May 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2020,11, 5333-5338

Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents

D. Li, T. Ma, R. J. Scott and J. D. Wilden, Chem. Sci., 2020, 11, 5333 DOI: 10.1039/D0SC01694B

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