{"title":"Recent advances in haloarene synthesis by aryne reactions","authors":"Shinya Tabata, Suguru Yoshida","doi":"10.1016/j.tchem.2025.100136","DOIUrl":null,"url":null,"abstract":"<div><div>Recent advances in haloarene synthesis by diverse transformations of aryne intermediates are summarized in this review. Regioselective reactions of 3-haloaryne intermediates have enabled the efficient synthesis of a wide variety of haloarenes, facilitated by structural distortion induced by the electron-withdrawing nature of halogen substituents. In addition, numerous halogenation-based transformations of aryne intermediates have been developed for the construction of highly functionalized haloarenes. These innovative aryne-based strategies offer access to structurally unique aromatic compounds, highlighting the pivotal role of halogens in modern synthetic chemistry. As a result, emerging synthetic methods involving aryne intermediates have proven valuable in various research fields, including materials chemistry and pharmaceutical sciences.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"14 ","pages":"Article 100136"},"PeriodicalIF":0.0000,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron chem","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666951X2500018X","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Recent advances in haloarene synthesis by diverse transformations of aryne intermediates are summarized in this review. Regioselective reactions of 3-haloaryne intermediates have enabled the efficient synthesis of a wide variety of haloarenes, facilitated by structural distortion induced by the electron-withdrawing nature of halogen substituents. In addition, numerous halogenation-based transformations of aryne intermediates have been developed for the construction of highly functionalized haloarenes. These innovative aryne-based strategies offer access to structurally unique aromatic compounds, highlighting the pivotal role of halogens in modern synthetic chemistry. As a result, emerging synthetic methods involving aryne intermediates have proven valuable in various research fields, including materials chemistry and pharmaceutical sciences.