{"title":"Cobalt(II)-Catalyzed [2 + 2 + 2]/[4 + 2] Cycloaddition of 1,6-Heptadiynes with Maleimides","authors":"Surenthiran Manickasundaram, Masilamani Jeganmohan","doi":"10.1021/acs.joc.4c02901","DOIUrl":null,"url":null,"abstract":"An efficient method for the synthesis of the polycyclic molecules <i>via</i> cobalt-catalyzed [2 + 2 + 2] followed by [4 + 2] consecutive cycloaddition reaction strategy has been devised. Sequential cycloaddition reactions of substituted 1,6-diynes with maleimides have been performed. This tandem cycloaddition approach has yielded polyheterocyclic compounds exhibiting remarkable diastereoselectivity and achieving yields ranging from good to excellent. Additionally, a potential reaction mechanism has been proposed to explain the observed cycloaddition process.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"24 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c02901","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An efficient method for the synthesis of the polycyclic molecules via cobalt-catalyzed [2 + 2 + 2] followed by [4 + 2] consecutive cycloaddition reaction strategy has been devised. Sequential cycloaddition reactions of substituted 1,6-diynes with maleimides have been performed. This tandem cycloaddition approach has yielded polyheterocyclic compounds exhibiting remarkable diastereoselectivity and achieving yields ranging from good to excellent. Additionally, a potential reaction mechanism has been proposed to explain the observed cycloaddition process.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.