Issue 21, 2022

Electrochemical Minisci reaction via HAT-driven α-C(sp3)–H functionalization of alcohols

Abstract

An efficient electrochemical Minisci reaction to access 3-hydroxyalkylquinoxalin-2(1H)-ones involving hydrogen-atom transfer (HAT) driven α-C(sp3)–H functionalization of alcohols was achieved. Transition metal- and chemical oxidant-free conditions were the attractive synthetic features. The hydrogen atom transfer agent was hydrazoic acid generated from TMSN3 in this transformation. Primary or secondary alcohols and a wide range of quinoxalinones were found to be compatible, providing the corresponding 3-hydroxyalkylquinoxalin-2(1H)-ones in good yields.

Graphical abstract: Electrochemical Minisci reaction via HAT-driven α-C(sp3)–H functionalization of alcohols

Supplementary files

Article information

Article type
Paper
Submitted
23 août 2022
Accepted
29 sept. 2022
First published
30 sept. 2022

Green Chem., 2022,24, 8406-8411

Electrochemical Minisci reaction via HAT-driven α-C(sp3)–H functionalization of alcohols

H. Li, J. Tong, Y. Zhu, C. Jiang, P. Liu and P. Sun, Green Chem., 2022, 24, 8406 DOI: 10.1039/D2GC03156F

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