Issue 22, 2023

Electrochemically enabled oxidative aromatization of pyrazolines

Abstract

Pyrazoles are a very important structural motif widely found in pharmaceuticals and agrochemicals. An electrochemically enabled approach for the sustainable synthesis of pyrazoles via oxidative aromatization of pyrazolines is presented. Inexpensive sodium chloride is employed in a dual role as a redox mediator and supporting electrolyte in a biphasic system (aqueous/organic). The method is applicable to a broad scope and can be conducted in the simplest electrolysis set-up using carbon-based electrodes. Hence, the method allows for simple work-up strategies such as extraction and crystallization, which enables application of this green synthetic route on a technically relevant scale. This is underlined by demonstration of a multi-gram scale electrolysis without loss in yield.

Graphical abstract: Electrochemically enabled oxidative aromatization of pyrazolines

Supplementary files

Article information

Article type
Paper
Submitted
29 Apr 2023
Accepted
16 May 2023
First published
17 May 2023
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2023,21, 4694-4701

Electrochemically enabled oxidative aromatization of pyrazolines

S. Hofmann, M. Linden, J. Neuner, F. N. Weber and S. R. Waldvogel, Org. Biomol. Chem., 2023, 21, 4694 DOI: 10.1039/D3OB00671A

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.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements