香豆素和喹啉取代的s-三嗪衍生物的钯催化铃木偶联合成及抑菌评价

IF 0.8 4区 化学 Q4 CHEMISTRY, ORGANIC
J. B. Mahyavanshi, J. V. Pandya, M. R. Solanki
{"title":"香豆素和喹啉取代的s-三嗪衍生物的钯催化铃木偶联合成及抑菌评价","authors":"J. B. Mahyavanshi,&nbsp;J. V. Pandya,&nbsp;M. R. Solanki","doi":"10.1134/S1070428024603534","DOIUrl":null,"url":null,"abstract":"<p>A novel and efficient synthetic pathway was devised for the preparation of 4-{4-anilino-6-[(quino­lin-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles and 4-{4-anilino-6-[(2-oxo-2<i>H</i>-1-benzopyran-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles via palladium-catalyzed Suzuki coupling reaction. This approach allowed precise synthesis of <i>s</i>-triazine derivatives. In vitro antimycobacterial testing against <i>Mycobacterium tuberculosis</i> H37Rv demonstrated notable efficacy, especially of the coumarin derivatives. The structural identity and purity of the products were confirmed through IR, ¹H and ¹³C NMR, and mass spectrometry.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"456 - 461"},"PeriodicalIF":0.8000,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Strategic Synthesis and Antimycobacterial Evaluation of Coumarin- and Quinoline-Substituted s-Triazine Derivatives via Palladium-Catalyzed Suzuki Coupling\",\"authors\":\"J. B. Mahyavanshi,&nbsp;J. V. Pandya,&nbsp;M. R. Solanki\",\"doi\":\"10.1134/S1070428024603534\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A novel and efficient synthetic pathway was devised for the preparation of 4-{4-anilino-6-[(quino­lin-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles and 4-{4-anilino-6-[(2-oxo-2<i>H</i>-1-benzopyran-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles via palladium-catalyzed Suzuki coupling reaction. This approach allowed precise synthesis of <i>s</i>-triazine derivatives. In vitro antimycobacterial testing against <i>Mycobacterium tuberculosis</i> H37Rv demonstrated notable efficacy, especially of the coumarin derivatives. The structural identity and purity of the products were confirmed through IR, ¹H and ¹³C NMR, and mass spectrometry.</p>\",\"PeriodicalId\":766,\"journal\":{\"name\":\"Russian Journal of Organic Chemistry\",\"volume\":\"61 3\",\"pages\":\"456 - 461\"},\"PeriodicalIF\":0.8000,\"publicationDate\":\"2025-05-07\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S1070428024603534\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428024603534","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

设计了一种新的高效合成途径,通过钯催化的铃木偶联反应制备了4-{4-苯胺-6-[(喹啉-8-基)氧]-1,3,5-三嗪-2-基}苯并腈和4-{4-苯胺-6-[(2-氧- 2h -1-苯并吡喃-8-基)氧]-1,3,5-三嗪-2-基}苯并腈。这种方法可以精确合成s-三嗪衍生物。体外抗结核分枝杆菌H37Rv试验显示出显著的效果,特别是香豆素衍生物。通过IR、¹H、¹³C NMR和质谱分析,确定了产物的结构和纯度。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Strategic Synthesis and Antimycobacterial Evaluation of Coumarin- and Quinoline-Substituted s-Triazine Derivatives via Palladium-Catalyzed Suzuki Coupling

A novel and efficient synthetic pathway was devised for the preparation of 4-{4-anilino-6-[(quino­lin-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles and 4-{4-anilino-6-[(2-oxo-2H-1-benzopyran-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles via palladium-catalyzed Suzuki coupling reaction. This approach allowed precise synthesis of s-triazine derivatives. In vitro antimycobacterial testing against Mycobacterium tuberculosis H37Rv demonstrated notable efficacy, especially of the coumarin derivatives. The structural identity and purity of the products were confirmed through IR, ¹H and ¹³C NMR, and mass spectrometry.

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
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
期刊介绍: Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
×
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