钯催化的多组分[4+2]1,4 -炔与CO和芳胺环加成通过脱芳重排获得多环γ-内酰胺

Qi Xue , Zheng-Li Fu , Wen-Yu Zhang , Xia-Lu Cheng , Yang Li , Hu Cai , Jin-Heng Li
{"title":"钯催化的多组分[4+2]1,4 -炔与CO和芳胺环加成通过脱芳重排获得多环γ-内酰胺","authors":"Qi Xue ,&nbsp;Zheng-Li Fu ,&nbsp;Wen-Yu Zhang ,&nbsp;Xia-Lu Cheng ,&nbsp;Yang Li ,&nbsp;Hu Cai ,&nbsp;Jin-Heng Li","doi":"10.1039/d4qo02304h","DOIUrl":null,"url":null,"abstract":"<div><div>Herein we report a palladium-catalyzed intermolecular dearomative [4 + 2] cycloaddition of 1,4-enynes with CO and arylamines. Compared with the well-known Himbert intramolecular arene/allene cycloaddition, this method provides a facile platform for the synthesis of polycyclic γ-lactams, through the formation of four new chemical bonds (three C–C bonds and one C–N bond) in a single step, with excellent functional-group tolerance and high atom-economy.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 6","pages":"Pages 1827-1832"},"PeriodicalIF":0.0000,"publicationDate":"2025-01-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Palladium-catalyzed multicomponent [4 + 2] cycloaddition of 1,4-enynes with CO and arylamines to access polycyclic γ-lactams via dearomative rearrangement†\",\"authors\":\"Qi Xue ,&nbsp;Zheng-Li Fu ,&nbsp;Wen-Yu Zhang ,&nbsp;Xia-Lu Cheng ,&nbsp;Yang Li ,&nbsp;Hu Cai ,&nbsp;Jin-Heng Li\",\"doi\":\"10.1039/d4qo02304h\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Herein we report a palladium-catalyzed intermolecular dearomative [4 + 2] cycloaddition of 1,4-enynes with CO and arylamines. Compared with the well-known Himbert intramolecular arene/allene cycloaddition, this method provides a facile platform for the synthesis of polycyclic γ-lactams, through the formation of four new chemical bonds (three C–C bonds and one C–N bond) in a single step, with excellent functional-group tolerance and high atom-economy.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"12 6\",\"pages\":\"Pages 1827-1832\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-01-22\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S205241292500021X\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/9 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S205241292500021X","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/9 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

摘要

本文报道了一种新的钯催化1,4 -炔与CO和芳胺的分子间[4+2]环加成反应。与著名的Himbert分子内芳烃/烯环加成法相比,该方法通过一步合成4个新化学键(3个C-C键和1个C-N键),具有优异的官能团耐受性和较高的原子经济性,为合成多环γ-内酰胺提供了方便的平台。
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
Palladium-catalyzed multicomponent [4 + 2] cycloaddition of 1,4-enynes with CO and arylamines to access polycyclic γ-lactams via dearomative rearrangement†
Herein we report a palladium-catalyzed intermolecular dearomative [4 + 2] cycloaddition of 1,4-enynes with CO and arylamines. Compared with the well-known Himbert intramolecular arene/allene cycloaddition, this method provides a facile platform for the synthesis of polycyclic γ-lactams, through the formation of four new chemical bonds (three C–C bonds and one C–N bond) in a single step, with excellent functional-group tolerance and high atom-economy.
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
7.80
自引率
0.00%
发文量
0
期刊最新文献
One-pot dearomatizative telescoped addition of C-nucleophiles to fluorinated 1,2,4-oxadiazoles followed by regioselective N-functionalization Pd(ii)-catalyzed aerobic dual C–N bond formation: oxygen-dependent divergence between dihydroquinazolinone and aza-Michael pathways, an experimental and computational study Tunable CTPhos and chloride enabled direct asymmetric reductive amination for the synthesis of chiral hydroxylamines Electronic properties of diastereomeric Möbius shaped cyclotris[5]helicenes Visible light-induced regioselective/dehydrogenative C–H silylation of (thio)chromones via a tricatalytic process
×
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学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
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