5,7-二羟基香豆素与嘧啶的反应

IF 0.9 4区化学 Q4 CHEMISTRY, ORGANIC

Russian Journal of Organic Chemistry Pub Date : 2025-08-18 DOI:10.1134/S1070428025602134

R. F. Fatykhov, I. A. Khalymbadzha, A. P. Potapova, V. V. Melekhin, A.V. Paramonova, D. S. Kopchuk, P. A. Slepukhin, V. G. Kartsev, O. N. Chupakhin

{"title":"5,7-二羟基香豆素与嘧啶的反应","authors":"R. F. Fatykhov, I. A. Khalymbadzha, A. P. Potapova, V. V. Melekhin, A.V. Paramonova, D. S. Kopchuk, P. A. Slepukhin, V. G. Kartsev, O. N. Chupakhin","doi":"10.1134/S1070428025602134","DOIUrl":null,"url":null,"abstract":"The study of 5,7-dihydroxycoumarins as nucleophilic agents in the SNH reaction with pyrimidines showed that the reaction does not stop at the stage of formation of σH-adduct as intermediate in the SNH mechanism but proceeds further with annulation of the 1,3,5-oxadiazocine ring in moderate to excellent yields. The structures of the obtained compounds were confirmed by NMR spectroscopy and X-ray diffraction. A primary in vitro assessment of their antitumor activity was performed.","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 7","pages":"1296 - 1303"},"PeriodicalIF":0.9000,"publicationDate":"2025-08-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Reaction of 5,7-Dihydroxycoumarins with Pyrimidines\",\"authors\":\"R. F. Fatykhov, I. A. Khalymbadzha, A. P. Potapova, V. V. Melekhin, A.V. Paramonova, D. S. Kopchuk, P. A. Slepukhin, V. G. Kartsev, O. N. Chupakhin\",\"doi\":\"10.1134/S1070428025602134\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The study of 5,7-dihydroxycoumarins as nucleophilic agents in the SNH reaction with pyrimidines showed that the reaction does not stop at the stage of formation of σH-adduct as intermediate in the SNH mechanism but proceeds further with annulation of the 1,3,5-oxadiazocine ring in moderate to excellent yields. The structures of the obtained compounds were confirmed by NMR spectroscopy and X-ray diffraction. A primary in vitro assessment of their antitumor activity was performed.\",\"PeriodicalId\":766,\"journal\":{\"name\":\"Russian Journal of Organic Chemistry\",\"volume\":\"61 7\",\"pages\":\"1296 - 1303\"},\"PeriodicalIF\":0.9000,\"publicationDate\":\"2025-08-18\",\"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/S1070428025602134\",\"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/S1070428025602134","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

对5,7-二羟基香豆素作为亲核试剂与嘧啶的SNH反应的研究表明，在SNH反应机理中，反应不会止步于生成σ h -加合物作为中间产物的阶段，而会以中至优产率环化1,3,5-恶二唑嘧啶环。所得化合物的结构经核磁共振波谱和x射线衍射证实。对其抗肿瘤活性进行了初步的体外评估。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Reaction of 5,7-Dihydroxycoumarins with Pyrimidines

查看原文本刊更多论文

Reaction of 5,7-Dihydroxycoumarins with Pyrimidines

The study of 5,7-dihydroxycoumarins as nucleophilic agents in the S_N^H reaction with pyrimidines showed that the reaction does not stop at the stage of formation of σ^H-adduct as intermediate in the S_N^H mechanism but proceeds further with annulation of the 1,3,5-oxadiazocine ring in moderate to excellent yields. The structures of the obtained compounds were confirmed by NMR spectroscopy and X-ray diffraction. A primary in vitro assessment of their antitumor activity was performed.

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

Russian Journal of Organic Chemistry 化学-有机化学

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.