Yiyi Zheng , Xi-Wei Zhu , Yi-Yun Pan , Fei Sun , Long Yao , Xin-Xing Wu
{"title":"Palladium-catalyzed cascade cyclization of α,β-unsaturated N-tosylhydrazones with iodoarenes: access to 2H-chromenes and 2H-quinolines†","authors":"Yiyi Zheng , Xi-Wei Zhu , Yi-Yun Pan , Fei Sun , Long Yao , Xin-Xing Wu","doi":"10.1039/d4ob01300j","DOIUrl":null,"url":null,"abstract":"<div><div>A palladium-catalyzed cascade reaction of α,β-unsaturated <em>N</em>-tosylhydrazones with iodoarene derivatives containing a nucleophilic group has been developed, which provides facile access to 2<em>H</em>-chromenes and 2<em>H</em>-quinolines, respectively. Additionally, the double Pd–carbene migratory insertion/nucleophilic substitution processes for the synthesis of a ternary heterocyclic skeleton were possible in the developed catalytic system.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"22 46","pages":"Pages 9121-9124"},"PeriodicalIF":2.7000,"publicationDate":"2024-08-30","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/S1477052024009224","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/10/22 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A palladium-catalyzed cascade reaction of α,β-unsaturated N-tosylhydrazones with iodoarene derivatives containing a nucleophilic group has been developed, which provides facile access to 2H-chromenes and 2H-quinolines, respectively. Additionally, the double Pd–carbene migratory insertion/nucleophilic substitution processes for the synthesis of a ternary heterocyclic skeleton were possible in the developed catalytic system.
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.