SnCl2 催化的多组分偶联:使用多聚甲醛作为 C1 原料合成 1,3-恶唑烷衍生物。

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-06-26 DOI:10.1039/d4ob00791c
Mukesh Kumar Nayak, Swati Chakraborty, Anuradha Mohanty, Sujit Roy
{"title":"SnCl2 催化的多组分偶联:使用多聚甲醛作为 C1 原料合成 1,3-恶唑烷衍生物。","authors":"Mukesh Kumar Nayak, Swati Chakraborty, Anuradha Mohanty, Sujit Roy","doi":"10.1039/d4ob00791c","DOIUrl":null,"url":null,"abstract":"<p><p>SnCl<sub>2</sub> catalyzed the three-component coupling of aniline, epoxide, and paraformaldehyde, resulting in the synthesis of 1,3-oxazolidine derivatives. The reaction is simple and does not require any additives, bases, or oxidants, and proceeds at moderate temperature with good functional group tolerance. The scope of the utilization of paraformaldehyde as the methylene source was further extended to the synthesis of benzothiazole and 4,4'-methylenebis(<i>N</i>,<i>N</i>-dimethylaniline) using the same catalyst. A catalytic pathway was proposed based on the control experiments.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":2.9000,"publicationDate":"2024-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"SnCl<sub>2</sub>-catalyzed multicomponent coupling: synthesis of 1,3-oxazolidine derivatives using paraformaldehyde as a C1 feedstock.\",\"authors\":\"Mukesh Kumar Nayak, Swati Chakraborty, Anuradha Mohanty, Sujit Roy\",\"doi\":\"10.1039/d4ob00791c\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>SnCl<sub>2</sub> catalyzed the three-component coupling of aniline, epoxide, and paraformaldehyde, resulting in the synthesis of 1,3-oxazolidine derivatives. The reaction is simple and does not require any additives, bases, or oxidants, and proceeds at moderate temperature with good functional group tolerance. The scope of the utilization of paraformaldehyde as the methylene source was further extended to the synthesis of benzothiazole and 4,4'-methylenebis(<i>N</i>,<i>N</i>-dimethylaniline) using the same catalyst. A catalytic pathway was proposed based on the control experiments.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.9000,\"publicationDate\":\"2024-06-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d4ob00791c\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob00791c","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

SnCl2 催化了苯胺、环氧化物和多聚甲醛的三组分偶联反应,从而合成了 1,3-恶唑烷衍生物。该反应简单,不需要任何添加剂、碱或氧化剂,在中等温度下进行,具有良好的官能团耐受性。利用多聚甲醛作为亚甲基源的范围进一步扩大到使用相同催化剂合成苯并噻唑和 4,4'-亚甲基双(N,N-二甲基苯胺)。根据对照实验提出了一种催化途径。
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
SnCl2-catalyzed multicomponent coupling: synthesis of 1,3-oxazolidine derivatives using paraformaldehyde as a C1 feedstock.

SnCl2 catalyzed the three-component coupling of aniline, epoxide, and paraformaldehyde, resulting in the synthesis of 1,3-oxazolidine derivatives. The reaction is simple and does not require any additives, bases, or oxidants, and proceeds at moderate temperature with good functional group tolerance. The scope of the utilization of paraformaldehyde as the methylene source was further extended to the synthesis of benzothiazole and 4,4'-methylenebis(N,N-dimethylaniline) using the same catalyst. A catalytic pathway was proposed based on the control experiments.

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
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: The international home of synthetic, physical and biomolecular organic chemistry.
期刊最新文献
Atropisomeric 1-phenylbenzimidazoles affecting microtubule organization: influence of axial chirality. Electrochemical oxidative thioetherification of aldehyde hydrazones with thiophenols. Sequential nucleophilic aromatic substitutions on cyanuric chloride: synthesis of BODIPY derivatives and mechanistic insights. Back cover Kinetic study of the reaction of thiophene-tocopherols with peroxyl radicals enlightenings the role of O˙⋯S noncovalent interactions in H-atom transfer.
×
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
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