Du Wang , Zhilong Yin , Xueli Feng , Huixuan Zhu , Fan Gao , Jiaxin Li , Jingli Zhang , Ye Yuan
{"title":"通过钯催化的多米诺Heck/交叉偶联反应快速构建呋喃连接的双杂环。","authors":"Du Wang , Zhilong Yin , Xueli Feng , Huixuan Zhu , Fan Gao , Jiaxin Li , Jingli Zhang , Ye Yuan","doi":"10.1039/d5ob01081k","DOIUrl":null,"url":null,"abstract":"<div><div>A palladium-catalyzed domino Heck/cross-coupling reaction of alkene-tethered aryl iodides with β-chloroenones is reported. This reaction enables the formation of one C–O bond and two C–C bonds to construct bisheterocycles in a single operation <em>via</em> an intramolecular carbopalladation, followed by a carbene-based cross-coupling with β-chloroenones as a non-diazo carbene precursor, providing an efficient method for synthesizing furan-linked dihydrobenzofurans/oxindoles in yields up to 98%.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 36","pages":"Pages 8267-8273"},"PeriodicalIF":2.7000,"publicationDate":"2025-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Rapid construction of furan-linked bisheterocycles via a palladium-catalyzed domino Heck/cross-coupling reaction\",\"authors\":\"Du Wang , Zhilong Yin , Xueli Feng , Huixuan Zhu , Fan Gao , Jiaxin Li , Jingli Zhang , Ye Yuan\",\"doi\":\"10.1039/d5ob01081k\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A palladium-catalyzed domino Heck/cross-coupling reaction of alkene-tethered aryl iodides with β-chloroenones is reported. This reaction enables the formation of one C–O bond and two C–C bonds to construct bisheterocycles in a single operation <em>via</em> an intramolecular carbopalladation, followed by a carbene-based cross-coupling with β-chloroenones as a non-diazo carbene precursor, providing an efficient method for synthesizing furan-linked dihydrobenzofurans/oxindoles in yields up to 98%.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 36\",\"pages\":\"Pages 8267-8273\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-07-10\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1477052025006822\",\"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://www.sciencedirect.com/org/science/article/pii/S1477052025006822","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Rapid construction of furan-linked bisheterocycles via a palladium-catalyzed domino Heck/cross-coupling reaction
A palladium-catalyzed domino Heck/cross-coupling reaction of alkene-tethered aryl iodides with β-chloroenones is reported. This reaction enables the formation of one C–O bond and two C–C bonds to construct bisheterocycles in a single operation via an intramolecular carbopalladation, followed by a carbene-based cross-coupling with β-chloroenones as a non-diazo carbene precursor, providing an efficient method for synthesizing furan-linked dihydrobenzofurans/oxindoles in yields up to 98%.
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.