Amide synthesis from DDQ-mediated electrochemical Beckmann rearrangement

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2024-10-22 DOI:10.1016/j.tet.2024.134324

Ren-Yu Tian , Mohammad Sanayi Haqmal , Yu-Ting Bao , Shi-Yao Liu , Guang-Ying Chen , Li Tang

引用次数: 0

Abstract

Beckmann rearrangement, a classical reaction of introducing nitrogen to carbon skeleton compounds for amide synthesis, is widely used in academia and industry. Herein, an electrochemical Beckmann rearrangement is reported, utilizing 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as a mediator to prevent the over-electro-oxidation of products, which could afford amide in excellent yield.

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通过 DDQ 介导的电化学贝克曼重排合成酰胺

贝克曼重排是将氮引入碳骨架化合物进行酰胺合成的经典反应，在学术界和工业界得到广泛应用。本文报道了一种电化学贝克曼重排反应，利用 2,3-二氯-5,6-二氰基-1,4-苯醌（DDQ）作为介质防止产物过度电氧化，从而以优异的收率获得酰胺。

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

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.