Haohao Jiang , Kaidi Jin , Xia Lin , Mengzhao Yu , Xiaohui Xiao , Xiaolei Huang
{"title":"Selective 1,1- and 1,2-dibromination of phenylethanes in the presence of NaBr/NaBrO3/H2SO4 as the bromination reagent†","authors":"Haohao Jiang , Kaidi Jin , Xia Lin , Mengzhao Yu , Xiaohui Xiao , Xiaolei Huang","doi":"10.1039/d4ob01016g","DOIUrl":null,"url":null,"abstract":"<div><p>Selective 1,1- and 1,2-dibromination of phenylethanes by simply adjusting the reaction conditions has been developed. Mixtures of NaBr/NaBrO<sub>3</sub>/H<sub>2</sub>SO<sub>4</sub> are employed as green bromination reagents, which can release Br<sub>2</sub> or BrOH <em>in situ</em> as required without polluting the environment. Both the resulting 1,1- and 1,2-dibromoethyl arenes can be easily transformed to phenylacetylenes <em>via</em> elimination under basic conditions, demonstrating great potential for industrial applications.</p></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"22 34","pages":"Pages 6960-6965"},"PeriodicalIF":2.7000,"publicationDate":"2024-08-28","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/S147705202400702X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/8/7 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Selective 1,1- and 1,2-dibromination of phenylethanes by simply adjusting the reaction conditions has been developed. Mixtures of NaBr/NaBrO3/H2SO4 are employed as green bromination reagents, which can release Br2 or BrOH in situ as required without polluting the environment. Both the resulting 1,1- and 1,2-dibromoethyl arenes can be easily transformed to phenylacetylenes via elimination under basic conditions, demonstrating great potential for industrial applications.
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.