Selective 1,1- and 1,2-dibromination of phenylethanes in the presence of NaBr/NaBrO3/H2SO4 as the bromination reagent†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-08-28 Epub Date: 2024-08-07 DOI:10.1039/d4ob01016g
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 ,&nbsp;Kaidi Jin ,&nbsp;Xia Lin ,&nbsp;Mengzhao Yu ,&nbsp;Xiaohui Xiao ,&nbsp;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.

Abstract Image

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
在 NaBr/NaBrO3/H2SO4 作为溴化试剂的情况下,选择性地对苯乙烷进行 1,1- 和 1,2- 二溴反应。
通过简单调整反应条件,开发出了苯乙烷的选择性 1,1- 和 1,2- 二溴化反应。NaBr/NaBrO3/H2SO4 的混合物被用作绿色溴化试剂,可根据需要就地释放出 Br2 或 BrOH,不会对环境造成污染。在碱性条件下,生成的 1,1- 和 1,2- 二溴乙基炔都能通过消去反应轻松转化为苯乙炔,显示出巨大的工业应用潜力。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
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.
期刊最新文献
Organocatalytic regio- and stereoselective synthesis of chiral tetrasubstituted α-amino allenoates by γ-addition of β,γ-alkynyl-α-imino esters with pyrazolones. Cobalt-catalyzed synergistic oxidation of benzylic C-H bonds using ozone and hydrogen peroxide. Efficient synthesis of 4-pyridone-3-carboxylic acids via the reaction of enaminated diketonates with primary amines. Synthesis of oxaprozin analogs from 2H-azirines and cyclic anhydrides. Biocatalytic synthesis of a novel atorvastatin catechol derivative as an anti-hyperlipidemic drug candidate using bacterial tyrosinase.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1