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

IF 4.3 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2025-04-10 DOI:10.1039/d5cc00692a

Narasingan Aravindan, Masilamani Jeganmohan

{"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":"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 well 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.","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":"36 1","pages":""},"PeriodicalIF":4.3000,"publicationDate":"2025-04-10","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\":\"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 well 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.\",\"PeriodicalId\":67,\"journal\":{\"name\":\"Chemical Communications\",\"volume\":\"36 1\",\"pages\":\"\"},\"PeriodicalIF\":4.3000,\"publicationDate\":\"2025-04-10\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemical Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d5cc00692a\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Communications","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5cc00692a","RegionNum":2,"RegionCategory":"化学","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

一个区域选择性铑（III）催化的弱配位芳基酯与双环烯烃化合物的C-H键烷基化已经被证明。本方法与多种芳基酯及双环烯烃均有良好的相容性。该方法以优异的收率生产了高价值的酯功能化2-萘化产物。通过竞争性实验和氘标记研究，提出了一种可行的反应机制，包括指导基团辅助C-H活化。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文本刊更多论文

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 well 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.

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

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

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.