Issue 22, 2023

Electrochemical oxidative carbonylation of hydrazides for the synthesis of 1,3,4-oxadiazole-2(3H)-ones

Abstract

We have developed an electrochemical method for the synthesis of 1,3,4-oxadiazole-2(3H)-ones using CO (carbon monoxide) as the carbonyl source under undivided electrolytic conditions. The electrochemical oxidative carbonylation of hydrazides features mild, green and external oxidant-free conditions, broad substrate scope, a short reaction time and ease of scale-up to the gram scale. Both control experiments and mechanistic studies revealed that no radical process was involved in this electrochemical transformation.

Graphical abstract: Electrochemical oxidative carbonylation of hydrazides for the synthesis of 1,3,4-oxadiazole-2(3H)-ones

Supplementary files

Article information

Article type
Research Article
Submitted
19 Aug 2023
Accepted
27 Sep 2023
First published
02 Oct 2023

Org. Chem. Front., 2023,10, 5680-5684

Electrochemical oxidative carbonylation of hydrazides for the synthesis of 1,3,4-oxadiazole-2(3H)-ones

M. Peng, M. Li, L. Zhao, W. Huang, S. Wang, K. Chen, G. Jiang and F. Ji, Org. Chem. Front., 2023, 10, 5680 DOI: 10.1039/D3QO01338C

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