Ultrasound-enhanced A3 coupling: Ferrocene-infused ionic liquid on silica nanospheres for efficient Quinoline derivatives synthesis

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC
Ahmad Sajjadi , Suranjana V. Mayani , Suhas Ballal , Shaker Al-Hasnaawei , Abhayveer Singh , Kattela Chennakesavulu , Kamal Kant Joshi
{"title":"Ultrasound-enhanced A3 coupling: Ferrocene-infused ionic liquid on silica nanospheres for efficient Quinoline derivatives synthesis","authors":"Ahmad Sajjadi ,&nbsp;Suranjana V. Mayani ,&nbsp;Suhas Ballal ,&nbsp;Shaker Al-Hasnaawei ,&nbsp;Abhayveer Singh ,&nbsp;Kattela Chennakesavulu ,&nbsp;Kamal Kant Joshi","doi":"10.1016/j.tet.2025.134633","DOIUrl":null,"url":null,"abstract":"<div><div>The synthesis of quinoline derivatives via A3 coupling has garnered significant attention due to the versatile applications of these compounds in pharmaceuticals and agrochemicals. This study presents an innovative approach utilizing ultrasound-enhanced A3 coupling facilitated by ferrocene-infused ionic liquid (FIL) supported on silica nanospheres (SiO<sub>2</sub>@Thiazol-Cl@Fc). The incorporation of ferrocene enhances the catalytic activity and promotes electron transfer processes, leading to improved reaction rates and yields. The ultrasound-assisted method further accelerates the reaction kinetics by providing localized energy, resulting in efficient mixing and enhanced mass transfer. Comprehensive optimization studies were conducted to evaluate the effects of various parameters, including catalyst loading, reaction temperature, and ultrasound intensity. Characterization of the synthesized silica nanospheres was performed using techniques such as scanning electron microscopy (SEM), Fourier-transform infrared spectroscopy (FTIR), and thermogravimetric analysis (TGA). The developed catalytic system demonstrated remarkable efficiency and selectivity for forming quinoline derivatives under mild reaction conditions. This work highlights the potential of combining ultrasound technology with novel catalytic systems for sustainable organic synthesis, paving the way for future advancements in green chemistry methodologies.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"180 ","pages":"Article 134633"},"PeriodicalIF":2.1000,"publicationDate":"2025-04-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402025001899","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

The synthesis of quinoline derivatives via A3 coupling has garnered significant attention due to the versatile applications of these compounds in pharmaceuticals and agrochemicals. This study presents an innovative approach utilizing ultrasound-enhanced A3 coupling facilitated by ferrocene-infused ionic liquid (FIL) supported on silica nanospheres (SiO2@Thiazol-Cl@Fc). The incorporation of ferrocene enhances the catalytic activity and promotes electron transfer processes, leading to improved reaction rates and yields. The ultrasound-assisted method further accelerates the reaction kinetics by providing localized energy, resulting in efficient mixing and enhanced mass transfer. Comprehensive optimization studies were conducted to evaluate the effects of various parameters, including catalyst loading, reaction temperature, and ultrasound intensity. Characterization of the synthesized silica nanospheres was performed using techniques such as scanning electron microscopy (SEM), Fourier-transform infrared spectroscopy (FTIR), and thermogravimetric analysis (TGA). The developed catalytic system demonstrated remarkable efficiency and selectivity for forming quinoline derivatives under mild reaction conditions. This work highlights the potential of combining ultrasound technology with novel catalytic systems for sustainable organic synthesis, paving the way for future advancements in green chemistry methodologies.

Abstract Image

超声增强的A3偶联:二氧化硅纳米球上注入二茂铁离子液体用于喹啉衍生物的高效合成
由于这些化合物在药物和农用化学品中的广泛应用,通过A3偶联合成喹啉衍生物已经引起了极大的关注。本研究提出了一种利用二氧化硅纳米球(SiO2@Thiazol-Cl@Fc)负载的二茂铁注入离子液体(FIL)促进超声增强A3耦合的创新方法。二茂铁的加入提高了催化活性,促进了电子转移过程,从而提高了反应速率和收率。超声辅助方法通过提供局部能量进一步加速反应动力学,从而实现高效混合和强化传质。对催化剂负载、反应温度、超声强度等参数的影响进行了综合优化研究。利用扫描电镜(SEM)、傅里叶变换红外光谱(FTIR)和热重分析(TGA)等技术对合成的二氧化硅纳米球进行了表征。所建立的催化体系在温和的反应条件下对喹啉衍生物的生成具有显著的效率和选择性。这项工作强调了将超声波技术与新型催化系统结合起来进行可持续有机合成的潜力,为绿色化学方法的未来发展铺平了道路。
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
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
×
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