Issue 11, 2021

Chemoselective electrochemical reduction of nitroarenes with gaseous ammonia

Abstract

Valuable aromatic nitrogen compounds can be synthesized by reduction of nitroarenes. Herein, we report electrochemical reduction of nitroarenes by a protocol that uses inert graphite felt as electrodes and ammonia as a reductant. Depending on the cell voltage and the solvent, the protocol can be used to obtain aromatic azoxy, azo, and hydrazo compounds, as well as aniline derivatives with high chemoselectivities. The protocol can be readily scaled up to >10 g with no decrease in yield, demonstrating its potential synthetic utility. A stepwise cathodic reduction pathway was proposed to account for the generations of products in turn.

Graphical abstract: Chemoselective electrochemical reduction of nitroarenes with gaseous ammonia

Supplementary files

Article information

Article type
Paper
Submitted
14 janv. 2021
Accepted
23 févr. 2021
First published
23 févr. 2021

Org. Biomol. Chem., 2021,19, 2468-2472

Chemoselective electrochemical reduction of nitroarenes with gaseous ammonia

L. Chang, J. Li, N. Wu and X. Cheng, Org. Biomol. Chem., 2021, 19, 2468 DOI: 10.1039/D1OB00077B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements