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Synthesis 2023; 55(18): 3026-3032
DOI: 10.1055/a-2147-2863
paper
Special Issue Electrochemical Organic Synthesis

Electrochemical Decarboxylative Minisci-Type Acylation of Quinoxalines under Catalyst- and External-Oxidant-Free Conditions

Yongmei Li
a   Beijing Key Laboratory of Flavor Chemistry, Beijing Technology and Business University, Beijing, 100048, P. R. of China
b   Faculty of Environment and Life, Beijing University of Technology, Beijing 100124, P. R. of China
,
Sen Liang∗
a   Beijing Key Laboratory of Flavor Chemistry, Beijing Technology and Business University, Beijing, 100048, P. R. of China
,
Dehui Wang
b   Faculty of Environment and Life, Beijing University of Technology, Beijing 100124, P. R. of China
,
Kun Xu  ∗
b   Faculty of Environment and Life, Beijing University of Technology, Beijing 100124, P. R. of China
,
Chengchu Zeng∗
b   Faculty of Environment and Life, Beijing University of Technology, Beijing 100124, P. R. of China
› Author AffiliationsWe are grateful to the National Natural Science Foundation of China (22271009), Beijing Natural Science Foundation (2222003), and Beijing­ Municipal Education Committee Project (KZ202110005003, KM202110005006), and the funding from the Open Project Program of Beijing Key Laboratory of Flavor Chemistry, Beijing Technology and Business University (SPFW2021ZD01).
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Abstract

An electrochemical approach for the Minisci-type acylation of quinoxalines with α-keto acids as the acyl radical precursors is reported. With the assistance of TFA as the key additive, acylated quinoxalines were constructed in synthetically useful yields. The distinguishable features of this electrochemical protocol include catalyst- and external oxidant-free conditions, and operational simplicity.

Key words

electrosynthesis - Minisci reaction - acyl radical - α-keto acids - anodic oxidation

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-2147-2863.
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Publication History

Received: 25 June 2023

Accepted after revision: 02 August 2023

Accepted Manuscript online:
02 August 2023

Article published online:
17 August 2023

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