Issue 3, 2022

Preparation of nitriles from aldehydes using ammonium persulfate by means of a nitroxide-catalysed oxidative functionalisation reaction

Abstract

A methodology for the preparation of nitriles from aldehydes by means of an oxidative functionalisation reaction is reported. It employs ammonium persulfate as both the primary oxidant and the nitrogen source, and a catalytic amount of a nitroxide. It is applicable to a range of structurally diverse (hetero)aromatic aldehydes furnishing the nitrile products in 30-97% isolated yield. Given the ready accessibility of aldehydes and that ammonium persulfate is cheap and less toxic than many other reagents for generating nitriles, this methodology offers a simple and easy to use approach to this valuable class of compounds.

Graphical abstract: Preparation of nitriles from aldehydes using ammonium persulfate by means of a nitroxide-catalysed oxidative functionalisation reaction

Supplementary files

Article information

Article type
Paper
Submitted
08 Nov 2021
Accepted
17 Dec 2021
First published
24 Dec 2021

Org. Biomol. Chem., 2022,20, 667-671

Preparation of nitriles from aldehydes using ammonium persulfate by means of a nitroxide-catalysed oxidative functionalisation reaction

A. León Sandoval, F. Politano, M. L. Witko and N. E. Leadbeater, Org. Biomol. Chem., 2022, 20, 667 DOI: 10.1039/D1OB02187G

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