Issue 76, 2023

The electrochemically enabled α-C(sp3)–H azolation of ketones

Abstract

C–H/N–H cross-coupling has become a key technology for the selective conjugation of azole drug molecules. However, the development of new synthetic models and green chemical methods is imperative to enhance the construction of multi-functional compounds and compounds with unique functional groups. We herein reported an electrochemical synthesis of α-tetrazolyl ketones with excellent yields and broad substrate scope, encompassing electron-donating and electron-withdrawing groups of aryl ketones, heterocycles, and alkyl and various ketone drugs. It was further proved that α-iodoketone was involved in this transformation of the reaction as a critical intermediate.

Graphical abstract: The electrochemically enabled α-C(sp3)–H azolation of ketones

Supplementary files

Article information

Article type
Communication
Submitted
13 Jun 2023
Accepted
29 Aug 2023
First published
05 Sep 2023

Chem. Commun., 2023,59, 11425-11428

The electrochemically enabled α-C(sp3)–H azolation of ketones

S. Fang, K. Zhong, S. Zeng, X. Hu, P. Sun and Z. Ruan, Chem. Commun., 2023, 59, 11425 DOI: 10.1039/D3CC02852F

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