磷-碘吡啶与炔的反应定向合成含磷杂环:光诱导和亲偶极试剂的辅助

IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
I. D. Potapov, A. S. Nenashev, I. I. Levina, Yu. V. Timchenko, I. A. Rodin, I. A. Shutkov, A. A. Nazarov, G. M. Kuramshina, M. V. Motyakin, T. D. Nekipelova, T. A. Podrugina
{"title":"磷-碘吡啶与炔的反应定向合成含磷杂环:光诱导和亲偶极试剂的辅助","authors":"I. D. Potapov,&nbsp;A. S. Nenashev,&nbsp;I. I. Levina,&nbsp;Yu. V. Timchenko,&nbsp;I. A. Rodin,&nbsp;I. A. Shutkov,&nbsp;A. A. Nazarov,&nbsp;G. M. Kuramshina,&nbsp;M. V. Motyakin,&nbsp;T. D. Nekipelova,&nbsp;T. A. Podrugina","doi":"10.1007/s11172-025-4511-z","DOIUrl":null,"url":null,"abstract":"<div><p>The heterocyclization reaction of mixed phosphonium-iodonium ylides with alkynes in the presence of various dipolarophiles was studied in order to identify the dependence of the process result on the dipolarophile nature. The library of phosphinolines and phosphonium-substituted furans obtained under the conditions of this process was expanded. The studies, including quantum chemical calculations, were conducted to reveal the influence of the nature of substituents in the iodonium fragment on the reactivity of mixed ylides in heterocyclization reactions. The antiproliferative activity of new compounds was studied and phosphonium-substituted furans were found in some cases to demonstrate higher activity in human cancer cell lines compared to cisplatin.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 1","pages":"151 - 165"},"PeriodicalIF":1.7000,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Reactions of phosphonium-iodonium ylides with alkynes as a process of targeted synthesis of phosphorus-containing heterocycles: photoinduction and assistance of dipolarophiles\",\"authors\":\"I. D. Potapov,&nbsp;A. S. Nenashev,&nbsp;I. I. Levina,&nbsp;Yu. V. Timchenko,&nbsp;I. A. Rodin,&nbsp;I. A. Shutkov,&nbsp;A. A. Nazarov,&nbsp;G. M. Kuramshina,&nbsp;M. V. Motyakin,&nbsp;T. D. Nekipelova,&nbsp;T. A. Podrugina\",\"doi\":\"10.1007/s11172-025-4511-z\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The heterocyclization reaction of mixed phosphonium-iodonium ylides with alkynes in the presence of various dipolarophiles was studied in order to identify the dependence of the process result on the dipolarophile nature. The library of phosphinolines and phosphonium-substituted furans obtained under the conditions of this process was expanded. The studies, including quantum chemical calculations, were conducted to reveal the influence of the nature of substituents in the iodonium fragment on the reactivity of mixed ylides in heterocyclization reactions. The antiproliferative activity of new compounds was studied and phosphonium-substituted furans were found in some cases to demonstrate higher activity in human cancer cell lines compared to cisplatin.</p></div>\",\"PeriodicalId\":756,\"journal\":{\"name\":\"Russian Chemical Bulletin\",\"volume\":\"74 1\",\"pages\":\"151 - 165\"},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2025-03-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Chemical Bulletin\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11172-025-4511-z\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Chemical Bulletin","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11172-025-4511-z","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

研究了在多种亲偶极试剂存在下,混合磷-碘吡啶与炔的杂环化反应,以确定反应结果与亲偶极试剂性质的关系。扩大了在此条件下得到的膦碱和磷取代呋喃的文库。研究包括量子化学计算,揭示了碘碎片中取代基的性质对杂环化反应中混合杂环化反应活性的影响。研究了新化合物的抗增殖活性,发现在某些情况下,与顺铂相比,磷取代呋喃在人类癌细胞系中表现出更高的活性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Reactions of phosphonium-iodonium ylides with alkynes as a process of targeted synthesis of phosphorus-containing heterocycles: photoinduction and assistance of dipolarophiles

The heterocyclization reaction of mixed phosphonium-iodonium ylides with alkynes in the presence of various dipolarophiles was studied in order to identify the dependence of the process result on the dipolarophile nature. The library of phosphinolines and phosphonium-substituted furans obtained under the conditions of this process was expanded. The studies, including quantum chemical calculations, were conducted to reveal the influence of the nature of substituents in the iodonium fragment on the reactivity of mixed ylides in heterocyclization reactions. The antiproliferative activity of new compounds was studied and phosphonium-substituted furans were found in some cases to demonstrate higher activity in human cancer cell lines compared to cisplatin.

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 Chemical Bulletin
Russian Chemical Bulletin 化学-化学综合
CiteScore
2.70
自引率
47.10%
发文量
257
审稿时长
3-8 weeks
期刊介绍: Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.
×
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:604180095
Book学术官方微信