One-pot access to 2-oxazolines via a Castro-Stephens coupling and intramolecular cyclization

IF 0.9 Q4 CHEMISTRY, PHYSICAL
D. Nighot, A. Jain, Imran Ali, Varun Rawat
{"title":"One-pot access to 2-oxazolines via a Castro-Stephens coupling and intramolecular cyclization","authors":"D. Nighot, A. Jain, Imran Ali, Varun Rawat","doi":"10.2174/2213337208666211213141836","DOIUrl":null,"url":null,"abstract":"\n\nHere, we have reported easy one-pot access to a series of oxazolines using a modified Castro-Stephens coupling protocol. \n\n\n\n\n2-oxazolines have been shown to have significant biological activity and wide-ranging applications in organic chemistry. These properties make oxazolines as heterocyclic compounds of immense importance. \n\n\n\n\nThe objective of this study is to synthesize oxazoline derivatives via an economical and one-pot protocol. \n\n\n\n\n 2-oxazoline has been synthesized through Cu-powder mediated Castro-Stephens coupling and intramolecular cyclization route. The mechanism involves a rearrangement in which one of the oxygen from the N-acylamino alcohol group is liberated as water and then transferred to alkyne functionality to form 2-oxazoline derivatives. The oxazolines were characterized by NMR, mass, and XRD studies. \n\n\n\n\nThe protocol is economically viable and uses readily available Cu-powder along with DMF for cross-coupling and cyclization steps. \n\n","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":" ","pages":""},"PeriodicalIF":0.9000,"publicationDate":"2021-12-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Current Organocatalysis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.2174/2213337208666211213141836","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0

Abstract

Here, we have reported easy one-pot access to a series of oxazolines using a modified Castro-Stephens coupling protocol. 2-oxazolines have been shown to have significant biological activity and wide-ranging applications in organic chemistry. These properties make oxazolines as heterocyclic compounds of immense importance. The objective of this study is to synthesize oxazoline derivatives via an economical and one-pot protocol. 2-oxazoline has been synthesized through Cu-powder mediated Castro-Stephens coupling and intramolecular cyclization route. The mechanism involves a rearrangement in which one of the oxygen from the N-acylamino alcohol group is liberated as water and then transferred to alkyne functionality to form 2-oxazoline derivatives. The oxazolines were characterized by NMR, mass, and XRD studies. The protocol is economically viable and uses readily available Cu-powder along with DMF for cross-coupling and cyclization steps.
Castro-Stephens偶联和分子内环化一锅法合成2-恶唑啉
在这里,我们报道了使用改进的Castro-Stephens耦合协议轻松地一锅获取一系列恶唑啉。2-恶唑啉在有机化学中具有重要的生物活性和广泛的应用。这些性质使得恶唑啉作为杂环化合物具有极大的重要性。本研究的目的是通过经济和一锅法合成恶唑啉衍生物。通过铜粉介导的Castro-Stephens偶联和分子内环化途径合成了2-恶唑啉。其机理包括一个重排,其中n -酰基氨基醇的一个氧被释放为水,然后转移到炔官能团形成2-恶唑啉衍生物。通过核磁共振、质量和x射线衍射对所合成的恶唑啉进行了表征。该方案在经济上可行,并使用现成的铜粉和DMF进行交叉偶联和环化步骤。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Current Organocatalysis
Current Organocatalysis CHEMISTRY, PHYSICAL-
CiteScore
2.00
自引率
0.00%
发文量
28
期刊介绍: Current Organocatalysis is an international peer-reviewed journal that publishes significant research in all areas of organocatalysis. The journal covers organo homogeneous/heterogeneous catalysis, innovative mechanistic studies and kinetics of organocatalytic processes focusing on practical, theoretical and computational aspects. It also includes potential applications of organocatalysts in the fields of drug discovery, synthesis of novel molecules, synthetic method development, green chemistry and chemoenzymatic reactions. This journal also accepts papers on methods, reagents, and mechanism of a synthetic process and technology pertaining to chemistry. Moreover, this journal features full-length/mini review articles within organocatalysis and synthetic chemistry. It is the premier source of organocatalysis and synthetic methods related information for chemists, biologists and engineers pursuing research in industry and academia.
×
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