Guanidine hydrochloride-catalyzed synthesis of hexahydroquinoline-3-carboxamide derivatives in aqueous medium: an efficient and expeditious approach

IF 3.5 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Angad B. Barkule, Yatin U. Gadkari, Savita B. Lomte, Shrikant M. Ghodse, Vikas N. Telvekar
{"title":"Guanidine hydrochloride-catalyzed synthesis of hexahydroquinoline-3-carboxamide derivatives in aqueous medium: an efficient and expeditious approach","authors":"Angad B. Barkule,&nbsp;Yatin U. Gadkari,&nbsp;Savita B. Lomte,&nbsp;Shrikant M. Ghodse,&nbsp;Vikas N. Telvekar","doi":"10.1007/s11164-025-05754-7","DOIUrl":null,"url":null,"abstract":"<div><p>We have developed an eco-friendly method for synthesizing hexahydroquinoline-3-carboxamide derivatives using guanidine hydrochloride as a catalyst in water. This one-pot, multicomponent reaction combines aromatic or heteroaromatic aldehydes, dimedone, acetoacetanilide, and ammonium acetate to produce high yields of the desired compounds. The catalyst also showed remarkable reusability, maintaining its effectiveness over five successive cycles without notable degradation. The approach boasts several advantages, including a sustainable reaction profile, streamlined processing, rapid reaction times, and efficient atom economy, making it an appealing and environmentally responsible approach.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":753,"journal":{"name":"Research on Chemical Intermediates","volume":"51 11","pages":"6225 - 6237"},"PeriodicalIF":3.5000,"publicationDate":"2025-10-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Research on Chemical Intermediates","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11164-025-05754-7","RegionNum":3,"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

Abstract

We have developed an eco-friendly method for synthesizing hexahydroquinoline-3-carboxamide derivatives using guanidine hydrochloride as a catalyst in water. This one-pot, multicomponent reaction combines aromatic or heteroaromatic aldehydes, dimedone, acetoacetanilide, and ammonium acetate to produce high yields of the desired compounds. The catalyst also showed remarkable reusability, maintaining its effectiveness over five successive cycles without notable degradation. The approach boasts several advantages, including a sustainable reaction profile, streamlined processing, rapid reaction times, and efficient atom economy, making it an appealing and environmentally responsible approach.

Graphical abstract

盐酸胍催化在水介质中合成六氢喹啉-3-羧酸酰胺衍生物:一种高效快捷的方法
研究了以盐酸胍为催化剂在水中合成六氢喹啉-3-羧酸酰胺衍生物的环保方法。这种一锅多组分反应将芳香族或杂芳香族醛、二美酮、乙酰乙酰苯胺和乙酸铵结合在一起,以产生高收率的所需化合物。催化剂还显示出显著的可重复使用性,在连续五个循环中保持其有效性而没有明显的降解。该方法具有几个优点,包括可持续的反应概况、简化的处理、快速的反应时间和高效的原子经济性,使其成为一种吸引人且对环境负责的方法。图形抽象
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 求助全文
来源期刊
CiteScore
5.70
自引率
18.20%
发文量
229
审稿时长
2.6 months
期刊介绍: Research on Chemical Intermediates publishes current research articles and concise dynamic reviews on the properties, structures and reactivities of intermediate species in all the various domains of chemistry. The journal also contains articles in related disciplines such as spectroscopy, molecular biology and biochemistry, atmospheric and environmental sciences, catalysis, photochemistry and photophysics. In addition, special issues dedicated to specific topics in the field are regularly published.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信