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
{"title":"Amide synthesis from DDQ-mediated electrochemical Beckmann rearrangement","authors":"Ren-Yu Tian ,&nbsp;Mohammad Sanayi Haqmal ,&nbsp;Yu-Ting Bao ,&nbsp;Shi-Yao Liu ,&nbsp;Guang-Ying Chen ,&nbsp;Li Tang","doi":"10.1016/j.tet.2024.134324","DOIUrl":null,"url":null,"abstract":"<div><div>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.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"168 ","pages":"Article 134324"},"PeriodicalIF":2.1000,"publicationDate":"2024-10-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402024005052","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
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.

Abstract Image

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
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。
求助全文
约1分钟内获得全文 去求助
来源期刊
Tetrahedron
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.
期刊最新文献
Recent advances in the synthesis of azetidines Contents continued Graphical abstract TOC Graphical abstract TOC Editorial Board
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1