{"title":"二氧化硅包覆磁性纳米颗粒共价固定四氢二吡唑吡啶作为多组分合成二氢吡喃[2,3-c]吡唑衍生物及Knoevenagel缩合的基础非均相催化剂。","authors":"Ali Saffar","doi":"10.1038/s41598-025-07368-w","DOIUrl":null,"url":null,"abstract":"<p><p>In this study, a novel magnetic nanocomposite, Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@Tetrahydropyrazolopyridine (THPP), was synthesized through a multistep surface-functionalization process and thoroughly characterized using FT-IR, XRD, UV-vis, TGA, FE-SEM, EDS, and elemental mapping techniques. The catalyst comprises a magnetic Fe<sub>3</sub>O<sub>4</sub> core, a silica shell for chemical stability, and an outer THPP layer providing active catalytic sites. This hybrid structure was evaluated for its catalytic performance in Knoevenagel condensation, Michael addition, and multicomponent reactions for the efficient synthesis of 2-benzylidene malononitriles and pyranopyrazole derivatives under mild conditions. The reactions proceeded with high yields (up to 96%), short reaction times (as low as 5 min), and excellent selectivity. Green chemistry metrics, including atom economy, E-factor, reaction mass efficiency, and turnover frequency, demonstrated the eco-friendly and efficient nature of the method. Furthermore, the catalyst was easily recoverable magnetically and retained high activity over five consecutive cycles, underscoring its reusability and practical potential for sustainable organic synthesis.</p>","PeriodicalId":21811,"journal":{"name":"Scientific Reports","volume":"15 1","pages":"23698"},"PeriodicalIF":3.9000,"publicationDate":"2025-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12229303/pdf/","citationCount":"0","resultStr":"{\"title\":\"Tetrahydrodipyrazolopyridine covalently immobilized on silica-coated magnetic nanoparticles as a basic heterogeneous catalyst for multicomponent synthesis of dihydropyrano[2,3-c]pyrazole derivatives and Knoevenagel condensation.\",\"authors\":\"Ali Saffar\",\"doi\":\"10.1038/s41598-025-07368-w\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>In this study, a novel magnetic nanocomposite, Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@Tetrahydropyrazolopyridine (THPP), was synthesized through a multistep surface-functionalization process and thoroughly characterized using FT-IR, XRD, UV-vis, TGA, FE-SEM, EDS, and elemental mapping techniques. The catalyst comprises a magnetic Fe<sub>3</sub>O<sub>4</sub> core, a silica shell for chemical stability, and an outer THPP layer providing active catalytic sites. This hybrid structure was evaluated for its catalytic performance in Knoevenagel condensation, Michael addition, and multicomponent reactions for the efficient synthesis of 2-benzylidene malononitriles and pyranopyrazole derivatives under mild conditions. The reactions proceeded with high yields (up to 96%), short reaction times (as low as 5 min), and excellent selectivity. Green chemistry metrics, including atom economy, E-factor, reaction mass efficiency, and turnover frequency, demonstrated the eco-friendly and efficient nature of the method. Furthermore, the catalyst was easily recoverable magnetically and retained high activity over five consecutive cycles, underscoring its reusability and practical potential for sustainable organic synthesis.</p>\",\"PeriodicalId\":21811,\"journal\":{\"name\":\"Scientific Reports\",\"volume\":\"15 1\",\"pages\":\"23698\"},\"PeriodicalIF\":3.9000,\"publicationDate\":\"2025-07-03\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12229303/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Scientific Reports\",\"FirstCategoryId\":\"103\",\"ListUrlMain\":\"https://doi.org/10.1038/s41598-025-07368-w\",\"RegionNum\":2,\"RegionCategory\":\"综合性期刊\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"MULTIDISCIPLINARY SCIENCES\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Scientific Reports","FirstCategoryId":"103","ListUrlMain":"https://doi.org/10.1038/s41598-025-07368-w","RegionNum":2,"RegionCategory":"综合性期刊","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"MULTIDISCIPLINARY SCIENCES","Score":null,"Total":0}
Tetrahydrodipyrazolopyridine covalently immobilized on silica-coated magnetic nanoparticles as a basic heterogeneous catalyst for multicomponent synthesis of dihydropyrano[2,3-c]pyrazole derivatives and Knoevenagel condensation.
In this study, a novel magnetic nanocomposite, Fe3O4@SiO2@Tetrahydropyrazolopyridine (THPP), was synthesized through a multistep surface-functionalization process and thoroughly characterized using FT-IR, XRD, UV-vis, TGA, FE-SEM, EDS, and elemental mapping techniques. The catalyst comprises a magnetic Fe3O4 core, a silica shell for chemical stability, and an outer THPP layer providing active catalytic sites. This hybrid structure was evaluated for its catalytic performance in Knoevenagel condensation, Michael addition, and multicomponent reactions for the efficient synthesis of 2-benzylidene malononitriles and pyranopyrazole derivatives under mild conditions. The reactions proceeded with high yields (up to 96%), short reaction times (as low as 5 min), and excellent selectivity. Green chemistry metrics, including atom economy, E-factor, reaction mass efficiency, and turnover frequency, demonstrated the eco-friendly and efficient nature of the method. Furthermore, the catalyst was easily recoverable magnetically and retained high activity over five consecutive cycles, underscoring its reusability and practical potential for sustainable organic synthesis.
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