Electrochemically Enabled BTPPO-Mediated Halocyclization of Olefinic Amides

IF 2 3区化学 Q2 CHEMISTRY, ORGANIC

Journal of Heterocyclic Chemistry Pub Date : 2025-07-28 DOI:10.1002/jhet.70040

Zhenpu Wang, Wei Jin, Zixi Xie, Xinyu Liu, Fei Xue, Mengtao Ma, Weiwei Yao

引用次数: 0

Abstract

A simple and efficient electrochemical synthesis of 4-halomethyl benzoxazines via halocyclization of olefinic amides with ⁿBu₄NX as a halogen source has been reported for the first time. The crucial use of BTPPO as a mediator effectively mitigates the high oxidation potential of the substrate. The absolute structures of products were confirmed by single crystal X-ray diffraction characterization. The plausible reaction mechanism was investigated based on the corresponding radical trapping and CV experiments.

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电化学激活btppo介导的烯烃卤化反应

首次报道了以nBu4NX为卤素源，烯烃酰胺卤化合成4-卤代甲基苯并恶嗪的简单高效电化学合成方法。BTPPO作为介质的关键用途有效地减轻了底物的高氧化电位。通过单晶x射线衍射表征，确定了产物的绝对结构。通过相应的自由基俘获实验和CV实验，探讨了可能的反应机理。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Heterocyclic Chemistry 化学-有机化学

CiteScore

5.20

自引率

4.20%

发文量

177

审稿时长

3.9 months

期刊介绍： The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.