通过三组份苯并吡喃法异氰酸酯引导合成间位苯乙烯类化合物

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC
Andrey R. Galeev, Maksim V. Dmitriev, Alexander S. Novikov, Andrey N. Maslivets
{"title":"通过三组份苯并吡喃法异氰酸酯引导合成间位苯乙烯类化合物","authors":"Andrey R. Galeev, Maksim V. Dmitriev, Alexander S. Novikov, Andrey N. Maslivets","doi":"10.3762/bjoc.20.188","DOIUrl":null,"url":null,"abstract":"<p><font size='+1'><b>Abstract</b></font></p>\n<p>A one-pot three-component synthesis of substituted <i>meta</i>-hetarylanilines from heterocycle-substituted 1,3-diketones has been developed. The electron-withdrawing power of the heterocyclic substituent (which can be estimated on the basis of calculated Hammett constants) in the 1,3-diketone plays a pivotal role in the studied reaction. The series of <i>meta</i>-hetarylanilines prepared (21&#8211;85% isolated yield) demonstrates the synthetic utility of the developed method.</p>\n<p align='center'><img src='https://www.beilstein-journals.org/bjoc/content/figures/1860-5397-20-188-graphical-abstract.png?max-width=550' border='0'/></p>\n<p><i>Beilstein J. Org. Chem.</i> <b>2024,</b> <i>20,</i> 2208&#8211;2216.&#160;doi:10.3762/bjoc.20.188</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"11 1","pages":""},"PeriodicalIF":2.2000,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Heterocycle-guided synthesis of m-hetarylanilines via three-component benzannulation\",\"authors\":\"Andrey R. Galeev, Maksim V. Dmitriev, Alexander S. Novikov, Andrey N. Maslivets\",\"doi\":\"10.3762/bjoc.20.188\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><font size='+1'><b>Abstract</b></font></p>\\n<p>A one-pot three-component synthesis of substituted <i>meta</i>-hetarylanilines from heterocycle-substituted 1,3-diketones has been developed. The electron-withdrawing power of the heterocyclic substituent (which can be estimated on the basis of calculated Hammett constants) in the 1,3-diketone plays a pivotal role in the studied reaction. The series of <i>meta</i>-hetarylanilines prepared (21&#8211;85% isolated yield) demonstrates the synthetic utility of the developed method.</p>\\n<p align='center'><img src='https://www.beilstein-journals.org/bjoc/content/figures/1860-5397-20-188-graphical-abstract.png?max-width=550' border='0'/></p>\\n<p><i>Beilstein J. Org. Chem.</i> <b>2024,</b> <i>20,</i> 2208&#8211;2216.&#160;doi:10.3762/bjoc.20.188</p>\",\"PeriodicalId\":8756,\"journal\":{\"name\":\"Beilstein Journal of Organic Chemistry\",\"volume\":\"11 1\",\"pages\":\"\"},\"PeriodicalIF\":2.2000,\"publicationDate\":\"2024-09-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Beilstein Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.3762/bjoc.20.188\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Beilstein Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.3762/bjoc.20.188","RegionNum":4,"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

摘要

摘要 从杂环取代的 1,3-二酮中开发出了一种一锅三组份合成取代的元苯胺的方法。1,3- 二酮中杂环取代基的吸电子能力(可根据计算的哈米特常数估算)在所研究的反应中起着关键作用。所制备的一系列元香豆酰苯胺(分离收率为 21–85%)证明了所开发方法的合成实用性。Chem.2024, 20, 2208–2216. doi:10.3762/bjoc.20.188
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Heterocycle-guided synthesis of m-hetarylanilines via three-component benzannulation

Abstract

A one-pot three-component synthesis of substituted meta-hetarylanilines from heterocycle-substituted 1,3-diketones has been developed. The electron-withdrawing power of the heterocyclic substituent (which can be estimated on the basis of calculated Hammett constants) in the 1,3-diketone plays a pivotal role in the studied reaction. The series of meta-hetarylanilines prepared (21–85% isolated yield) demonstrates the synthetic utility of the developed method.

Beilstein J. Org. Chem. 2024, 20, 2208–2216. doi:10.3762/bjoc.20.188

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信