Rinkal B Bhoraniya, Shiv Rohitbhai Desai, Mahesh Koladiya, Vidhi V Bhopekar, Swati H Patel, Sachin G Modha
{"title":"Post-Ugi acid catalyzed fragmentation and trapping: An unprecedented approach towards novel bis(indolyl)acetamides","authors":"Rinkal B Bhoraniya, Shiv Rohitbhai Desai, Mahesh Koladiya, Vidhi V Bhopekar, Swati H Patel, Sachin G Modha","doi":"10.1055/a-2328-3091","DOIUrl":null,"url":null,"abstract":"A Post-Ugi Brønsted acid catalyzed unprecedented fragmentation followed by in situ trapping of the alkylideneindolenine intermediate by indole nucleophiles is developed to furnish novel bis(indolyl)acetamides. The amide fragment formed during this acid catalyzed fragmentation of Ugi adduct was also isolated and characterized. The carboxylic acid and amine components of Ugi reaction were smartly chosen to allow simple water wash for removal of amide fragment to obtain the desired bis(indolyl)acetamides in pure form.","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":"142 44","pages":""},"PeriodicalIF":17.7000,"publicationDate":"2024-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/a-2328-3091","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
A Post-Ugi Brønsted acid catalyzed unprecedented fragmentation followed by in situ trapping of the alkylideneindolenine intermediate by indole nucleophiles is developed to furnish novel bis(indolyl)acetamides. The amide fragment formed during this acid catalyzed fragmentation of Ugi adduct was also isolated and characterized. The carboxylic acid and amine components of Ugi reaction were smartly chosen to allow simple water wash for removal of amide fragment to obtain the desired bis(indolyl)acetamides in pure form.
研究人员开发了一种乌基后布氏酸催化的前所未有的碎裂方法，然后通过吲哚亲核剂对亚烷基吲哚啉中间体进行原位捕获，从而生成新型的双（吲哚基）乙酰胺。在这种酸催化的 Ugi 加合物破碎过程中形成的酰胺片段也被分离出来并进行了表征。巧妙地选择了 Ugi 反应中的羧酸和胺成分，以便通过简单的水洗去除酰胺片段，从而获得所需的纯双(吲哚基)乙酰胺。
期刊介绍：
Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance.
Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
