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The electrochemically enabled α-C(sp<sup>3</sup>)–H azolation of ketones

Songlin Fang, Kaihui Zhong, Shaogao Zeng, Xinwei Hu, Pinghua Sun, Zhixiong Ruan

2023Chemical Communications21 citationsDOI

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.

Topics & Concepts

ChemistryElectrochemistryMedicinal chemistryPhysical chemistryElectrodeCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
The electrochemically enabled α-C(sp<sup>3</sup>)–H azolation of ketones | Litcius