使用吡啶鎓盐和 C-亲核物-衍生物乙腈合成 2-氨基-3-甲酰胺吲嗪类化合物

IF 2.5 Q2 CHEMISTRY, MULTIDISCIPLINARY
Oleksii Y. Kashner, Kyryl O. Bocharov, Gennadii E. Khoroshilov
{"title":"使用吡啶鎓盐和 C-亲核物-衍生物乙腈合成 2-氨基-3-甲酰胺吲嗪类化合物","authors":"Oleksii Y. Kashner,&nbsp;Kyryl O. Bocharov,&nbsp;Gennadii E. Khoroshilov","doi":"10.1016/j.rechem.2024.101861","DOIUrl":null,"url":null,"abstract":"<div><div>This study reports the synthesis of a pyridinium salt achieved by heating 2-chloropyridine with 2-bromoacetamide in the absence of solvent. The synthesized salt exhibits a high reactivity towards nucleophilic substitution reactions with C-nucleophiles derived from acetonitrile. Furthermore, the resulting <em>N</em>-carboxamide-2(1H)pyridines are efficiently transformed into 2-amino-3-carboxamideindolizines via a cyclisation process, leading to a high yield of the desired product. These findings highlight the potential of this synthetic route for the production of valuable indolizine derivatives.</div></div>","PeriodicalId":420,"journal":{"name":"Results in Chemistry","volume":"12 ","pages":"Article 101861"},"PeriodicalIF":2.5000,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"The synthesis of 2-amino-3-carboxamideindolizines with using pyridinium salt and C-nucleophiles–derivatives acetonitrile\",\"authors\":\"Oleksii Y. Kashner,&nbsp;Kyryl O. Bocharov,&nbsp;Gennadii E. Khoroshilov\",\"doi\":\"10.1016/j.rechem.2024.101861\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>This study reports the synthesis of a pyridinium salt achieved by heating 2-chloropyridine with 2-bromoacetamide in the absence of solvent. The synthesized salt exhibits a high reactivity towards nucleophilic substitution reactions with C-nucleophiles derived from acetonitrile. Furthermore, the resulting <em>N</em>-carboxamide-2(1H)pyridines are efficiently transformed into 2-amino-3-carboxamideindolizines via a cyclisation process, leading to a high yield of the desired product. These findings highlight the potential of this synthetic route for the production of valuable indolizine derivatives.</div></div>\",\"PeriodicalId\":420,\"journal\":{\"name\":\"Results in Chemistry\",\"volume\":\"12 \",\"pages\":\"Article 101861\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2024-10-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Results in Chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S2211715624005575\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Results in Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2211715624005575","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

本研究报告了在无溶剂情况下通过加热 2-氯吡啶和 2-溴乙酰胺合成吡啶鎓盐的过程。合成的盐与来自乙腈的 C-亲核物发生亲核置换反应时表现出很高的反应活性。此外,生成的 N-甲酰胺-2(1H)吡啶可通过环化过程有效地转化为 2-氨基-3-甲酰胺吲哚利嗪,从而获得高产率的所需产物。这些发现凸显了这一合成路线在生产有价值的吲哚利嗪衍生物方面的潜力。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
The synthesis of 2-amino-3-carboxamideindolizines with using pyridinium salt and C-nucleophiles–derivatives acetonitrile
This study reports the synthesis of a pyridinium salt achieved by heating 2-chloropyridine with 2-bromoacetamide in the absence of solvent. The synthesized salt exhibits a high reactivity towards nucleophilic substitution reactions with C-nucleophiles derived from acetonitrile. Furthermore, the resulting N-carboxamide-2(1H)pyridines are efficiently transformed into 2-amino-3-carboxamideindolizines via a cyclisation process, leading to a high yield of the desired product. These findings highlight the potential of this synthetic route for the production of valuable indolizine derivatives.
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
Results in Chemistry
Results in Chemistry Chemistry-Chemistry (all)
CiteScore
2.70
自引率
8.70%
发文量
380
审稿时长
56 days
×
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