{"title":"铑(III)催化的芳基酯与 7-氧杂苯并降冰片二烯的定向 C-H 萘基化反应","authors":"Narasingan Aravindan , Masilamani Jeganmohan","doi":"10.1039/d5cc00692a","DOIUrl":null,"url":null,"abstract":"<div><div>A regioselective rhodium(<span>iii</span>)-catalyzed C–H bond naphthylation of weak-coordinating aryl esters with bicyclic olefin compounds has been demonstrated. This present protocol is compatible with a variety of aryl esters as well as bicyclic olefins. The methodology produced highly valuable ester-functionalized 2-naphthylated products in good to excellent yields. A feasible reaction mechanism involving directing group assisted C–H activation was proposed and supported by competitive experiments and deuterium labelling studies.</div></div>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":"61 39","pages":"Pages 7093-7096"},"PeriodicalIF":4.2000,"publicationDate":"2025-04-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Rhodium(iii)-catalyzed directed C–H naphthylation of aryl esters with 7-oxabenzonorbornadienes†\",\"authors\":\"Narasingan Aravindan , Masilamani Jeganmohan\",\"doi\":\"10.1039/d5cc00692a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A regioselective rhodium(<span>iii</span>)-catalyzed C–H bond naphthylation of weak-coordinating aryl esters with bicyclic olefin compounds has been demonstrated. This present protocol is compatible with a variety of aryl esters as well as bicyclic olefins. The methodology produced highly valuable ester-functionalized 2-naphthylated products in good to excellent yields. A feasible reaction mechanism involving directing group assisted C–H activation was proposed and supported by competitive experiments and deuterium labelling studies.</div></div>\",\"PeriodicalId\":67,\"journal\":{\"name\":\"Chemical Communications\",\"volume\":\"61 39\",\"pages\":\"Pages 7093-7096\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2025-04-14\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemical Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1359734525007669\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/4/10 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1359734525007669","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/4/10 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Rhodium(iii)-catalyzed directed C–H naphthylation of aryl esters with 7-oxabenzonorbornadienes†
A regioselective rhodium(iii)-catalyzed C–H bond naphthylation of weak-coordinating aryl esters with bicyclic olefin compounds has been demonstrated. This present protocol is compatible with a variety of aryl esters as well as bicyclic olefins. The methodology produced highly valuable ester-functionalized 2-naphthylated products in good to excellent yields. A feasible reaction mechanism involving directing group assisted C–H activation was proposed and supported by competitive experiments and deuterium labelling studies.
期刊介绍:
ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.