Tianxin Hao, Wenquan Liao, Mei Liu, Li Wei, Yiyuan Peng, Qiuping Ding
{"title":"Rh(Ⅲ)催化(2 -芳基苯基)硼酸与降冰片二烯的正[4+2]氧化环反应合成菲","authors":"Tianxin Hao, Wenquan Liao, Mei Liu, Li Wei, Yiyuan Peng, Qiuping Ding","doi":"10.1016/j.tet.2025.134701","DOIUrl":null,"url":null,"abstract":"<div><div>A highly efficient method for the synthesis of phenanthrenes via Rh(Ⅲ)-catalyzed formal [4 + 2] oxidative annulation of 2–biphenylboronic acid and norbornadiene was developed. The strategy features gram–scale, easy–available substrates, good functional group tolerance and broad substrate scope. The possible mechanism involves cascade Rh(Ⅲ)–catalyzed C–H activation/formal [4 + 2] cycloaddition and the following <em>retro</em>–Diels–Alder reaction.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"182 ","pages":"Article 134701"},"PeriodicalIF":2.1000,"publicationDate":"2025-05-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Phenanthrenes synthesis via Rh(Ⅲ)–Catalyzed formal [4+2] oxidative annulation of (2–arylphenyl)boronic acids with norbornadiene\",\"authors\":\"Tianxin Hao, Wenquan Liao, Mei Liu, Li Wei, Yiyuan Peng, Qiuping Ding\",\"doi\":\"10.1016/j.tet.2025.134701\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A highly efficient method for the synthesis of phenanthrenes via Rh(Ⅲ)-catalyzed formal [4 + 2] oxidative annulation of 2–biphenylboronic acid and norbornadiene was developed. The strategy features gram–scale, easy–available substrates, good functional group tolerance and broad substrate scope. The possible mechanism involves cascade Rh(Ⅲ)–catalyzed C–H activation/formal [4 + 2] cycloaddition and the following <em>retro</em>–Diels–Alder reaction.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"182 \",\"pages\":\"Article 134701\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2025-05-05\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040402025002571\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402025002571","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Phenanthrenes synthesis via Rh(Ⅲ)–Catalyzed formal [4+2] oxidative annulation of (2–arylphenyl)boronic acids with norbornadiene
A highly efficient method for the synthesis of phenanthrenes via Rh(Ⅲ)-catalyzed formal [4 + 2] oxidative annulation of 2–biphenylboronic acid and norbornadiene was developed. The strategy features gram–scale, easy–available substrates, good functional group tolerance and broad substrate scope. The possible mechanism involves cascade Rh(Ⅲ)–catalyzed C–H activation/formal [4 + 2] cycloaddition and the following retro–Diels–Alder reaction.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.