Pranav S. Shrivastav , Nandish Talpada , Anuj S. Sharma , Vinay S. Sharma , Rahul Ahmed , Achalkumar Ammathnadu Sudhakar , Rajender S. Varma
{"title":"在 2-Methyl-THF 中使用 Cu NPs 装饰微晶纤维素合成吡咯并[2,1-a]异喹啉类化合物:一种可生物降解的、可持续级联方法的恒定纳米催化剂","authors":"Pranav S. Shrivastav , Nandish Talpada , Anuj S. Sharma , Vinay S. Sharma , Rahul Ahmed , Achalkumar Ammathnadu Sudhakar , Rajender S. Varma","doi":"10.1016/j.mcat.2024.114569","DOIUrl":null,"url":null,"abstract":"<div><div>Copper nanoparticles (Cu NPs) supported on microcrystalline cellulose (MCC) serve as an efficient and biodegradable heterogeneous nanocatalyst for the synthesis of pyrrolo [1,2a] isoquinoline under mild and sustainable reaction conditions through a cascade reaction involving condensation, addition, oxidation, and cyclization events. The catalyst underwent thorough characterization via various techniques, including FT-IR, PXRD, XPS, FE-SEM, EDX, TEM, and HR-TEM analysis. Optimized reaction conditions facilitated high-yield production of a diverse range of pyrrolo [1,2a] isoquinolines in 2-Me THF solvent, and the method demonstrated scalability with successful gram-scale synthesis. Notably, the catalyst exhibited reusability for up to five cycles without a significant decrease in activity. This approach aligns with eco-friendly principles, as evidenced by favorable green chemistry metrics for compound 4a, including low process mass intensity (7.83), a minimal environmental impact factor (6.83), a substantial atom economy (67.56 %), efficient reaction mass efficiency (60.76 %), high chemical yield (92.37 %), low mass intensity (1.64), notable mass productivity (60.97 %), considerable carbon efficiency (69.15 %), and optimum efficiency (89.93 %). These results highlight the sustainable and environmentally conscious nature of the developed synthetic methodology.</div></div>","PeriodicalId":393,"journal":{"name":"Molecular Catalysis","volume":"569 ","pages":"Article 114569"},"PeriodicalIF":3.9000,"publicationDate":"2024-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of Pyrrolo [2,1-a]isoquinolines using Cu NPs decorated microcrystalline cellulose in 2-Methyl-THF: A biodegradable heteregeneous nanocatalyst for the sustainable cascade approach\",\"authors\":\"Pranav S. Shrivastav , Nandish Talpada , Anuj S. Sharma , Vinay S. Sharma , Rahul Ahmed , Achalkumar Ammathnadu Sudhakar , Rajender S. Varma\",\"doi\":\"10.1016/j.mcat.2024.114569\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Copper nanoparticles (Cu NPs) supported on microcrystalline cellulose (MCC) serve as an efficient and biodegradable heterogeneous nanocatalyst for the synthesis of pyrrolo [1,2a] isoquinoline under mild and sustainable reaction conditions through a cascade reaction involving condensation, addition, oxidation, and cyclization events. The catalyst underwent thorough characterization via various techniques, including FT-IR, PXRD, XPS, FE-SEM, EDX, TEM, and HR-TEM analysis. Optimized reaction conditions facilitated high-yield production of a diverse range of pyrrolo [1,2a] isoquinolines in 2-Me THF solvent, and the method demonstrated scalability with successful gram-scale synthesis. Notably, the catalyst exhibited reusability for up to five cycles without a significant decrease in activity. This approach aligns with eco-friendly principles, as evidenced by favorable green chemistry metrics for compound 4a, including low process mass intensity (7.83), a minimal environmental impact factor (6.83), a substantial atom economy (67.56 %), efficient reaction mass efficiency (60.76 %), high chemical yield (92.37 %), low mass intensity (1.64), notable mass productivity (60.97 %), considerable carbon efficiency (69.15 %), and optimum efficiency (89.93 %). These results highlight the sustainable and environmentally conscious nature of the developed synthetic methodology.</div></div>\",\"PeriodicalId\":393,\"journal\":{\"name\":\"Molecular Catalysis\",\"volume\":\"569 \",\"pages\":\"Article 114569\"},\"PeriodicalIF\":3.9000,\"publicationDate\":\"2024-09-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Molecular Catalysis\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S246882312400751X\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecular Catalysis","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S246882312400751X","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Synthesis of Pyrrolo [2,1-a]isoquinolines using Cu NPs decorated microcrystalline cellulose in 2-Methyl-THF: A biodegradable heteregeneous nanocatalyst for the sustainable cascade approach
Copper nanoparticles (Cu NPs) supported on microcrystalline cellulose (MCC) serve as an efficient and biodegradable heterogeneous nanocatalyst for the synthesis of pyrrolo [1,2a] isoquinoline under mild and sustainable reaction conditions through a cascade reaction involving condensation, addition, oxidation, and cyclization events. The catalyst underwent thorough characterization via various techniques, including FT-IR, PXRD, XPS, FE-SEM, EDX, TEM, and HR-TEM analysis. Optimized reaction conditions facilitated high-yield production of a diverse range of pyrrolo [1,2a] isoquinolines in 2-Me THF solvent, and the method demonstrated scalability with successful gram-scale synthesis. Notably, the catalyst exhibited reusability for up to five cycles without a significant decrease in activity. This approach aligns with eco-friendly principles, as evidenced by favorable green chemistry metrics for compound 4a, including low process mass intensity (7.83), a minimal environmental impact factor (6.83), a substantial atom economy (67.56 %), efficient reaction mass efficiency (60.76 %), high chemical yield (92.37 %), low mass intensity (1.64), notable mass productivity (60.97 %), considerable carbon efficiency (69.15 %), and optimum efficiency (89.93 %). These results highlight the sustainable and environmentally conscious nature of the developed synthetic methodology.
期刊介绍:
Molecular Catalysis publishes full papers that are original, rigorous, and scholarly contributions examining the molecular and atomic aspects of catalytic activation and reaction mechanisms. The fields covered are:
Heterogeneous catalysis including immobilized molecular catalysts
Homogeneous catalysis including organocatalysis, organometallic catalysis and biocatalysis
Photo- and electrochemistry
Theoretical aspects of catalysis analyzed by computational methods