在室温无柱色谱条件下,醛和两分子二甲基酮级联组装成 4H-螺[1-苯并呋喃-2,1'-环己烷]-2',4,6'-三酮

IF 1.4 4区 化学 Q3 CHEMISTRY, ORGANIC Chemistry of Heterocyclic Compounds Pub Date : 2024-08-21 DOI:10.1007/s10593-024-03327-x
Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Ryzhkova, Kirill A. Karpenko, Varvara M. Kalashnikova
{"title":"在室温无柱色谱条件下,醛和两分子二甲基酮级联组装成 4H-螺[1-苯并呋喃-2,1'-环己烷]-2',4,6'-三酮","authors":"Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Ryzhkova, Kirill A. Karpenko, Varvara M. Kalashnikova","doi":"10.1007/s10593-024-03327-x","DOIUrl":null,"url":null,"abstract":"<p>A new type of one-pot Knoevenagel–Michael reaction with the following NBS-induced cyclization was found: a direct one-pot transformation of aldehydes and two molecules of dimedone into substituted 4<i>H</i>-spiro[1-benzofuran-2,1'-cyclohexane]-2',4,6'-triones in 86–95% yields. This one-pot process is a very efficient and convenient way to access substituted 4<i>H</i>-spiro[1-benzofuran-2,1'-cyclohexane]-2',4,6'-triones – useful compounds for different biomedical applications with reasonable and nonexpensive starting materials. Mild and facile conditions of this chemical cascade one-pot process, as well as non-chromatographic isolation procedure lead to excellent substance yields.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"4 1","pages":""},"PeriodicalIF":1.4000,"publicationDate":"2024-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cascade assembling of aldehydes and two molecules of dimedone into 4H-spiro[1-benzofuran-2,1'-cyclohexane]-2',4,6'-triones under column chromatography-free protocol at room temperature\",\"authors\":\"Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Ryzhkova, Kirill A. Karpenko, Varvara M. Kalashnikova\",\"doi\":\"10.1007/s10593-024-03327-x\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A new type of one-pot Knoevenagel–Michael reaction with the following NBS-induced cyclization was found: a direct one-pot transformation of aldehydes and two molecules of dimedone into substituted 4<i>H</i>-spiro[1-benzofuran-2,1'-cyclohexane]-2',4,6'-triones in 86–95% yields. This one-pot process is a very efficient and convenient way to access substituted 4<i>H</i>-spiro[1-benzofuran-2,1'-cyclohexane]-2',4,6'-triones – useful compounds for different biomedical applications with reasonable and nonexpensive starting materials. Mild and facile conditions of this chemical cascade one-pot process, as well as non-chromatographic isolation procedure lead to excellent substance yields.</p>\",\"PeriodicalId\":9770,\"journal\":{\"name\":\"Chemistry of Heterocyclic Compounds\",\"volume\":\"4 1\",\"pages\":\"\"},\"PeriodicalIF\":1.4000,\"publicationDate\":\"2024-08-21\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemistry of Heterocyclic Compounds\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1007/s10593-024-03327-x\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry of Heterocyclic Compounds","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1007/s10593-024-03327-x","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

研究人员发现了一种新型的 NBS 诱导环化的一锅式 Knoevenagel-Michael 反应:将醛和两分子二甲基酮直接一锅式转化为取代的 4H-螺[1-苯并呋喃-2,1'-环己烷]-2',4,6'-三酮,收率为 86-95%。这种一锅法是获得取代的 4H-螺[1-苯并呋喃-2,1'-环己烷]-2',4,6'-三酮类化合物的一种非常有效和方便的方法。这种化学级联一锅法的条件温和、操作简便,而且采用非色谱分离程序,因此物质收率极高。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Cascade assembling of aldehydes and two molecules of dimedone into 4H-spiro[1-benzofuran-2,1'-cyclohexane]-2',4,6'-triones under column chromatography-free protocol at room temperature

A new type of one-pot Knoevenagel–Michael reaction with the following NBS-induced cyclization was found: a direct one-pot transformation of aldehydes and two molecules of dimedone into substituted 4H-spiro[1-benzofuran-2,1'-cyclohexane]-2',4,6'-triones in 86–95% yields. This one-pot process is a very efficient and convenient way to access substituted 4H-spiro[1-benzofuran-2,1'-cyclohexane]-2',4,6'-triones – useful compounds for different biomedical applications with reasonable and nonexpensive starting materials. Mild and facile conditions of this chemical cascade one-pot process, as well as non-chromatographic isolation procedure lead to excellent substance yields.

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
2.90
自引率
13.30%
发文量
98
审稿时长
1 months
期刊介绍: The international journal Chemistry of Heterocyclic Compounds publishes original papers, short communications, reviews, and mini-reviews dealing with problems in the field of heterocyclic chemistry in Russian and English. The Journal also publishes reviews and annotations on new books and brief reports on conferences in the field of heterocyclic chemistry, as well as commemo­ra­tives dedicated to prominent heterocyclic chemists.
期刊最新文献
The synthesis of salts of five-membered heterocyclic compounds based on N-containing cations/anions (microreview) Ring expansion strategy to access functionalized 2-oxazolines (microreview) To the 90th birthday of professor Gunars Duburs, academician of the Latvian Academy of Sciences Synthesis of fluorinated six-membered nitrogen heterocycles using microwave irradiation Design, synthesis, and anti-inflammatory activity of novel 20-O-substituted camptothecin carbamate derivatives
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1