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 , Zheng-Li Fu , Wen-Yu Zhang , Xia-Lu Cheng , Yang Li , Hu Cai , 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 , Zheng-Li Fu , Wen-Yu Zhang , Xia-Lu Cheng , Yang Li , Hu Cai , 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\":\"\",\"PubModel\":\"\",\"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":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
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.