邻碘氧基苯甲酸（IBX）介导苯基肼为芳基化前体合成芳基化萘醌

IF 3.2 4区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Journal of the Indian Chemical Society Pub Date : 2025-07-16 DOI:10.1016/j.jics.2025.101942

Dipak V. Patil, Ganesh A. Bathe, Vikas Patil

{"title":"邻碘氧基苯甲酸（IBX）介导苯基肼为芳基化前体合成芳基化萘醌","authors":"Dipak V. Patil, Ganesh A. Bathe, Vikas Patil","doi":"10.1016/j.jics.2025.101942","DOIUrl":null,"url":null,"abstract":"<div><div>The oxidative arylation of naphthoquinone method has been developed through a combination of <em>o</em>-iodoxybenzoic acid as an oxidizing agent and phenylhydrazine as an arylating counterpart. The applicability of the developed method was studied by treating a wide array of substituted naphthoquinones with differently substituted arylhydrazines in the presence of IBX. The mechanism for oxidative arylation of naphthoquinones was postulated through a generation of aryl radical generated through oxidation of phenylhydrazine by IBX via elimination of nitrogen gas in the form of bubbles. The synthesized arylated naphthoquinones were characterized using spectroscopic techniques and confirmed.</div></div>","PeriodicalId":17276,"journal":{"name":"Journal of the Indian Chemical Society","volume":"102 9","pages":"Article 101942"},"PeriodicalIF":3.2000,"publicationDate":"2025-07-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"o-Iodoxybenzoic acid (IBX) mediated synthesis of arylated naphthoquinone using phenylhydrazine as arylating precursor\",\"authors\":\"Dipak V. Patil, Ganesh A. Bathe, Vikas Patil\",\"doi\":\"10.1016/j.jics.2025.101942\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The oxidative arylation of naphthoquinone method has been developed through a combination of <em>o</em>-iodoxybenzoic acid as an oxidizing agent and phenylhydrazine as an arylating counterpart. The applicability of the developed method was studied by treating a wide array of substituted naphthoquinones with differently substituted arylhydrazines in the presence of IBX. The mechanism for oxidative arylation of naphthoquinones was postulated through a generation of aryl radical generated through oxidation of phenylhydrazine by IBX via elimination of nitrogen gas in the form of bubbles. The synthesized arylated naphthoquinones were characterized using spectroscopic techniques and confirmed.</div></div>\",\"PeriodicalId\":17276,\"journal\":{\"name\":\"Journal of the Indian Chemical Society\",\"volume\":\"102 9\",\"pages\":\"Article 101942\"},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2025-07-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of the Indian Chemical Society\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0019452225003772\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of the Indian Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0019452225003772","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

摘要

以邻碘氧基苯甲酸为氧化剂，苯基肼为芳基化对应物，建立了萘醌氧化芳基化方法。在IBX的存在下，用不同取代的芳酰肼处理一系列取代萘醌，研究了该方法的适用性。通过IBX通过消除气泡形式的氮气，氧化苯肼生成芳基自由基，推测了萘醌氧化芳基化的机理。用光谱技术对合成的芳基萘醌进行了表征和确认。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

o-Iodoxybenzoic acid (IBX) mediated synthesis of arylated naphthoquinone using phenylhydrazine as arylating precursor

查看原文本刊更多论文

o-Iodoxybenzoic acid (IBX) mediated synthesis of arylated naphthoquinone using phenylhydrazine as arylating precursor

The oxidative arylation of naphthoquinone method has been developed through a combination of o-iodoxybenzoic acid as an oxidizing agent and phenylhydrazine as an arylating counterpart. The applicability of the developed method was studied by treating a wide array of substituted naphthoquinones with differently substituted arylhydrazines in the presence of IBX. The mechanism for oxidative arylation of naphthoquinones was postulated through a generation of aryl radical generated through oxidation of phenylhydrazine by IBX via elimination of nitrogen gas in the form of bubbles. The synthesized arylated naphthoquinones were characterized using spectroscopic techniques and confirmed.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Journal of the Indian Chemical Society 化学-化学综合

CiteScore

3.50

自引率

7.70%

发文量

492

审稿时长

3-8 weeks

期刊介绍： The Journal of the Indian Chemical Society publishes original, fundamental, theorical, experimental research work of highest quality in all areas of chemistry, biochemistry, medicinal chemistry, electrochemistry, agrochemistry, chemical engineering and technology, food chemistry, environmental chemistry, etc.