Electrosynthesis of Stabilized Diazo Compounds from Hydrazones

Org Lett. 2022 Jul 1;24(25):4665-4669. doi: 10.1021/acs.orglett.2c01803. Epub 2022 Jun 21.

Abstract

An electrochemical synthesis of diazo compounds from hydrazones in yields as high as 99% was performed. This method was elaborated as a useful synthetic method and demonstrated on various diazo compounds (24 examples). Apart from exhibiting an efficiency that matched that of commonly used harsh and toxic chemical oxidants, this reaction is practically simple to set up, requires mild conditions, and is highly electron efficient (3 F/mol).