Ahmad Sajjadi , Suranjana V. Mayani , Suhas Ballal , Shaker Al-Hasnaawei , Abhayveer Singh , Kattela Chennakesavulu , Kamal Kant Joshi
{"title":"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","authors":"Ahmad Sajjadi , Suranjana V. Mayani , Suhas Ballal , Shaker Al-Hasnaawei , Abhayveer Singh , Kattela Chennakesavulu , 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":"{\"title\":\"Ultrasound-enhanced A3 coupling: Ferrocene-infused ionic liquid on silica nanospheres for efficient Quinoline derivatives synthesis\",\"authors\":\"Ahmad Sajjadi , Suranjana V. Mayani , Suhas Ballal , Shaker Al-Hasnaawei , Abhayveer Singh , Kattela Chennakesavulu , 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}","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}
Ultrasound-enhanced A3 coupling: Ferrocene-infused ionic liquid on silica nanospheres for efficient Quinoline derivatives synthesis
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.
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.