通过炔基喹啉-3-羰基醛的亚氨基碘化-环化一次性合成 4-碘-3-苯基苯并[b][1,6]萘啶

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC
Rashmi Singh , Vishal Prasad Sharma , Rajesh Kumar , Manish Raj , Tanu Gupta
{"title":"通过炔基喹啉-3-羰基醛的亚氨基碘化-环化一次性合成 4-碘-3-苯基苯并[b][1,6]萘啶","authors":"Rashmi Singh ,&nbsp;Vishal Prasad Sharma ,&nbsp;Rajesh Kumar ,&nbsp;Manish Raj ,&nbsp;Tanu Gupta","doi":"10.1080/00397911.2024.2389542","DOIUrl":null,"url":null,"abstract":"<div><p>Simple, environmentally benign and metal free one pot strategy has been used for the synthesis of 4-iodo-3-phenylbenzo[<em>b</em>][1,6]naphthyridine from <em>O</em>-alkynylquinolinyl aldehydes with <em>tert</em>-butyl amine and iodine through imine formation in good to excellent yield at room temperature in aerobic and mild conditions. The beauty of this reaction is the imine formation and cyclization in the same reaction pot. Due to presence of iodine in product, it can be useful for further reaction and can be valuable synthon for new organic compounds.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 17","pages":"Pages 1462-1469"},"PeriodicalIF":1.8000,"publicationDate":"2024-08-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"One pot synthesis of 4-iodo-3-phenylbenzo[b][1,6]naphthyridine via imino iodization-cyclization of alkynylquinoline-3-carbaldehydes\",\"authors\":\"Rashmi Singh ,&nbsp;Vishal Prasad Sharma ,&nbsp;Rajesh Kumar ,&nbsp;Manish Raj ,&nbsp;Tanu Gupta\",\"doi\":\"10.1080/00397911.2024.2389542\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Simple, environmentally benign and metal free one pot strategy has been used for the synthesis of 4-iodo-3-phenylbenzo[<em>b</em>][1,6]naphthyridine from <em>O</em>-alkynylquinolinyl aldehydes with <em>tert</em>-butyl amine and iodine through imine formation in good to excellent yield at room temperature in aerobic and mild conditions. The beauty of this reaction is the imine formation and cyclization in the same reaction pot. Due to presence of iodine in product, it can be useful for further reaction and can be valuable synthon for new organic compounds.</p></div>\",\"PeriodicalId\":22119,\"journal\":{\"name\":\"Synthetic Communications\",\"volume\":\"54 17\",\"pages\":\"Pages 1462-1469\"},\"PeriodicalIF\":1.8000,\"publicationDate\":\"2024-08-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthetic Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S0039791124000845\",\"RegionNum\":3,\"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":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791124000845","RegionNum":3,"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

在室温、有氧和温和的条件下,采用简单、环保和无金属的一锅法从 O-炔基喹啉基醛与叔丁胺和碘通过亚胺的形成合成了 4-碘-3-苯基苯并[b][1,6]萘啶,收率良好甚至极佳。该反应的美妙之处在于亚胺的形成和环化在同一反应釜中完成。由于产物中含有碘,它可用于进一步反应,并可作为新有机化合物的重要合成物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
One pot synthesis of 4-iodo-3-phenylbenzo[b][1,6]naphthyridine via imino iodization-cyclization of alkynylquinoline-3-carbaldehydes

Simple, environmentally benign and metal free one pot strategy has been used for the synthesis of 4-iodo-3-phenylbenzo[b][1,6]naphthyridine from O-alkynylquinolinyl aldehydes with tert-butyl amine and iodine through imine formation in good to excellent yield at room temperature in aerobic and mild conditions. The beauty of this reaction is the imine formation and cyclization in the same reaction pot. Due to presence of iodine in product, it can be useful for further reaction and can be valuable synthon for new organic compounds.

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
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic 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:481959085
Book学术官方微信