{"title":"Direct Access to 1,3-Enynes from Skipped Enynes via HFIP-Promoted Allylic Substitution Reaction","authors":"Srinivasarao Yaragorla*, , , Aayesha Shaik, , and , Vinod Megavath, ","doi":"10.1021/acs.joc.5c01618","DOIUrl":null,"url":null,"abstract":"<p >A simple, efficient, and metal-free protocol for the synthesis of highly functionalized 1,3-enynes has been developed from skipped enynes by a direct nucleophilic substitution reaction in HFIP at room temperature in open air. This metal-free approach offers a broad substrate scope with excellent yields, Z-selective enynes, and atom economy.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 41","pages":"14620–14626"},"PeriodicalIF":3.6000,"publicationDate":"2025-10-06","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://pubs.acs.org/doi/10.1021/acs.joc.5c01618","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
A simple, efficient, and metal-free protocol for the synthesis of highly functionalized 1,3-enynes has been developed from skipped enynes by a direct nucleophilic substitution reaction in HFIP at room temperature in open air. This metal-free approach offers a broad substrate scope with excellent yields, Z-selective enynes, and atom economy.
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.