{"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, J. V. Pandya, 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, J. V. Pandya, 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}
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.
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.