{"title":"双环[4.1.1]辛烷的合成研究进展。","authors":"Jianyang Dong, Dejiang Yu, Ting Li, Dong Xue","doi":"10.1039/d5ob00533g","DOIUrl":null,"url":null,"abstract":"<p><p>The exploration of bicyclo[<i>n</i>.1.1]alkanes, known for their intricate chemical diversity and potential as benzene bioisosteres, has garnered significant attention over the past two decades. In particular, the past year has seen the emergence of bicyclo[4.1.1]octanes and their structural analogues as promising bioisosteres for <i>meta</i>-substituted arenes and <i>cis</i>-1,3-disubstituted cyclohexanes. To meet the growing demand for bicyclo[4.1.1]octanes, chemists have recently developed innovative (4 + 3) cycloaddition strategies, leveraging bicyclobutanes (BCBs) and 1,4-dipoles for their synthesis. This review provides a comprehensive evaluation of recent advancements in the synthesis and functionalization of these compounds, emphasizing their scope and underlying mechanisms. Additionally, we highlight the challenges and future prospects of identifying novel reaction pathways to access new functionalized bicyclo[4.1.1]octanes.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2025-05-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Recent advances in the synthesis of bicyclo[4.1.1]octanes.\",\"authors\":\"Jianyang Dong, Dejiang Yu, Ting Li, Dong Xue\",\"doi\":\"10.1039/d5ob00533g\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>The exploration of bicyclo[<i>n</i>.1.1]alkanes, known for their intricate chemical diversity and potential as benzene bioisosteres, has garnered significant attention over the past two decades. In particular, the past year has seen the emergence of bicyclo[4.1.1]octanes and their structural analogues as promising bioisosteres for <i>meta</i>-substituted arenes and <i>cis</i>-1,3-disubstituted cyclohexanes. To meet the growing demand for bicyclo[4.1.1]octanes, chemists have recently developed innovative (4 + 3) cycloaddition strategies, leveraging bicyclobutanes (BCBs) and 1,4-dipoles for their synthesis. This review provides a comprehensive evaluation of recent advancements in the synthesis and functionalization of these compounds, emphasizing their scope and underlying mechanisms. Additionally, we highlight the challenges and future prospects of identifying novel reaction pathways to access new functionalized bicyclo[4.1.1]octanes.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":2.9000,\"publicationDate\":\"2025-05-14\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d5ob00533g\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5ob00533g","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Recent advances in the synthesis of bicyclo[4.1.1]octanes.
The exploration of bicyclo[n.1.1]alkanes, known for their intricate chemical diversity and potential as benzene bioisosteres, has garnered significant attention over the past two decades. In particular, the past year has seen the emergence of bicyclo[4.1.1]octanes and their structural analogues as promising bioisosteres for meta-substituted arenes and cis-1,3-disubstituted cyclohexanes. To meet the growing demand for bicyclo[4.1.1]octanes, chemists have recently developed innovative (4 + 3) cycloaddition strategies, leveraging bicyclobutanes (BCBs) and 1,4-dipoles for their synthesis. This review provides a comprehensive evaluation of recent advancements in the synthesis and functionalization of these compounds, emphasizing their scope and underlying mechanisms. Additionally, we highlight the challenges and future prospects of identifying novel reaction pathways to access new functionalized bicyclo[4.1.1]octanes.
期刊介绍：
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号
