Ultrasound-Promoted preparation and application of novel bifunctional core/shell Fe3O4@SiO2@PTS-APG as a robust catalyst in the expeditious synthesis of Hantzsch esters

Scientific Reports, Journal Year: 2023, Volume and Issue: 13(1)

Published: May 17, 2023

In this work, D-(-)-α-phenylglycine (APG)-functionalized magnetic nanocatalyst (Fe3O4@SiO2@PTS-APG) was designed and successfully prepared in order to implement the principles of green chemistry for synthesis polyhydroquinoline (PHQ) 1,4-dihydropyridine (1,4-DHP) derivatives under ultrasonic irradiation EtOH. After preparing nanocatalyst, its structure confirmed by different spectroscopic methods or techniques including Fourier transform infrared (FTIR) spectroscopy, energy-dispersive X-ray spectroscopy (EDS), field emission scanning electron microscopy (FESEM), diffraction (XRD), vibrating sample magnetometer (VSM) thermal gravimetric analysis (TGA). The performance Fe3O4@SiO2@PTS-APG nanomaterial, as a heterogeneous catalyst Hantzsch condensation, examined various conditions. yield products controlled conditions reach more than 84% just 10 min, which indicates high along with synergistic effect irradiation. identified melting point well FTIR 1H NMR methods. is easily from commercially available, lower toxic thermally stable precursors through cost-effective, highly efficient environmentally friendly procedure. advantages method include simplicity operation, reaction mild conditions, use an benign source, obtaining pure efficiency short times without using tedious path, all them address important principles. Finally, reasonable mechanism proposed preparation presence bifunctional nanocatalyst.

Language: Английский

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Magnetic decorated 5-sulfosalicylic acid grafted to chitosan: A solid acid organocatalyst for green synthesis of quinazoline derivatives

Carbohydrate Polymer Technologies and Applications, Journal Year: 2024, Volume and Issue: 7, P. 100420 - 100420

Published: Jan. 3, 2024

In this research, a new magnetically decorated multifunctional solid acid was designed and prepared conveniently by grafting of 5-sulfosalicylic (SSA) onto the chitosan (CS) backbone using toluene-2,4-diisocyanate (TDI) linker for first time. The obtained magnetic biopolymeric nanomaterial, CS-TDI-SSA-Fe3O4, properly characterized spectroscopic, microscopic, or analytical methods including FT-IR, EDX, XRD, BET, FESEM, TGA, VSM. supramolecular CS-TDI-SSA-Fe3O4 nanocomposite investigated, as heterogeneous organocatalyst, to promote three-component synthesis 2,3-dihydroquinazoline-4(1H)-one derivatives under green conditions. acidic nanocatalyst demonstrated highly efficient activity wide range quinazoline derivatives, an important pharmaceutical scaffold, through multicomponent strategy. reaction proceeds very well in presence EtOH afford corresponding (DHQ) high excellent yields. key advantages present protocol are use novel, renewable, biopolymeric, biodegradable simple procedure preparation hybrid material. Furthermore, catalyst can be used at least five times DHQ with slight decrease its catalytic activity.

Language: Английский

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Recent advances in the synthesis, catalytic, and adsorption applications of carbohydrate polymers

European Polymer Journal, Journal Year: 2024, Volume and Issue: 214, P. 113178 - 113178

Published: May 26, 2024

Language: Английский

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Trimesic acid-functionalized chitosan: A novel and efficient multifunctional organocatalyst for green synthesis of polyhydroquinolines and acridinediones under mild conditions

Heliyon, Journal Year: 2023, Volume and Issue: 9(6), P. e16315 - e16315

Published: May 17, 2023

Trimesic acid-functionalized chitosan (Cs/ECH-TMA) material was prepared through a simple procedure by using inexpensive and commercially available (Cs), epichlorohydrin (ECH) linker trimesic acid (TMA). The obtained bio-based Cs/ECH-TMA characterized energy-dispersive X-ray (EDX) Fourier-transform infrared (FTIR) spectroscopy, field emission scanning electron microscopy (FESEM) diffraction (XRD) analysis. successfully used, as multifunctional heterogeneous sustainable catalyst, for efficient expeditious synthesis of medicinally important polyhydroquinoline (PHQ) polyhydroacridinedione (PHA) scaffolds the Hantzsch condensation in one-pot reaction. Indeed, can be considered synergistic organocatalyst due to presence large number acidic active sites its structure well hydrophilicity. Both PHQs PHAs were synthesized biodegradable catalytic system from their corresponding substrates EtOH under reflux conditions high quantitative yields. catalyst is recyclable reused at least four times without significant loss activity.

Language: Английский

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Cu(II)/citric acid grafted to chitosan by dendritic units of melamine as a novel and highly efficient heterogeneous catalyst for the synthesis of 2-aminobenzothiazole derivatives

Colloids and Interface Science Communications, Journal Year: 2023, Volume and Issue: 54, P. 100711 - 100711

Published: May 1, 2023

In this paper, a new cross-linked chitosan by G1 dendrimer from melamine terminated citric acid groups to support Cu(II) nanoparticles ([email protected]@Cu) was designed and prepared. Subsequently, the prepared nanocomposite characterized using different spectroscopic, microscopic analytical techniques such as FTIR, XRD, FESEM, TGA EDX. The supramolecular [email protected]@Cu demonstrates higher thermal chemical stability than its components. addition, in order investigate catalytic performance of bio-based it used, Lewis acidic green heterogeneous catalyst, for preparation 2-aminobenzothiazole derivatives under conditions. Also, other advantages include easy preparation, high activity, recyclability, reuse with gradual decreasing activity.

Language: Английский

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Optimization of green and environmentally-benign synthesis of isoamyl acetate in the presence of ball-milled seashells by response surface methodology

Scientific Reports, Journal Year: 2023, Volume and Issue: 13(1)

Published: Feb. 16, 2023

Ball-milled seashells, as a nano-biocomposite catalyst and natural source of CaCO3 in its aragonite microcrystalline form with fixed CO2, was optimized for the synthesis isoamyl acetate (3-methylbutyl ethanoate) by response surface methodology five-level three-factor rotatable circumscribed central composite design. The seashells has proved to be an excellent heterogeneous multifunctional green environmentally-benign from acetic acid alcohol under solvent-free conditions. A high yield 91% obtained following optimal conditions: molar ratio alcohol: (1:3.7), loading (15.7 mg), reaction temperature (98 °C), time (219 min). outstanding advantages this protocol are use inexpensive, naturally occurring easily prepared material having appropriate thermal stability without any modifications using hazardous reagents, lower temperature, no corrosive Bronsted acids well toxic azeotropic solvents or water adsorbents, simplicity procedure.

Language: Английский

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Tannic acid-poly ethyleneimine magnetic nanoparticles: an efficient and recyclable catalyst for green synthesis of 2,3-dihydroquinazole derivatives

Research Square (Research Square), Journal Year: 2023, Volume and Issue: unknown

Published: Feb. 3, 2023

Abstract A novel and recyclable catalytic system was prepared by linking polyethyleneimine (PEI) to tannic acid (TA) using 1,3-dibromopropane, as a cross-linker, afford (TA-PEI) composite during convenient inexpensive procedure. Moreover, increase the efficacy of catalyst reduce reaction time, magnetization sulfonation nano-catalyst have been properly performed final TA/PEI/magnetic/sulfonated (TPMS) supramolecular heterogeneous nonmagnetic composite. The TPMS characterized various spectrometric analytical techniques including Fourier transform infrared (FT-IR) spectroscopy, field emission scanning electron microscopy (FE-SEM), thermal gravimetric analysis (TGA), X-ray diffraction (XRD), energy-dispersive spectroscopy (EDX) vibrating sample magnetometer (VSM). Furthermore, nanocomposite sytem demonstrated excellent activity for one-pot synthesis 2,3-dihydroquinazole derivatives through green sustainable procedure desired products in good yields. several advantages easy separation, nature-friendly, eco-friendly, cost-effective, reduced time. reusability nanocatalyst also investigated results showed that there is not any significant decrease efficiency after five cycles.

Language: Английский

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Recent Advances in the Synthesis of Dihydropyridine and Their Corresponding Fused Systems via Multi‐Component Hantzsch Reaction Using Catalytic Nanomaterials

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(43)

Published: Nov. 1, 2024

Abstract 1,4‐Dihydropyridines (1,4‐DHPs) represent a versatile class of organic compounds derived from pyridines, recognized for their extensive synthetic applications and significant medical significances. Among the various methodologies available, Hantzsch dihydropyridine synthesis is particularly notable as it provides reliable approach to production these compounds. Recent advancements have markedly improved pathways leading dihydropyridines derivatives. This review aims thoroughly examine recent progress in 1,4‐DHPs, 1,8‐dioxodecahydroacridines (AD), polyhydroquinolines (PHQ). Emphasis placed on novel strategies reported years, specifically those that employ multicomponent reactions involving aldehydes, β‐ketoesters, ammonium salts. Furthermore, are catalyzed by nanocatalysts, including magnetic nanoparticles, nanocomposites, metal oxides, functionalized other environmentally friendly nanobiomaterials. The application nanocatalysts processes underscored contributions structural integrity activity enhancement, indicative paradigm shifts towards more sustainable efficient methodologies. consolidates assesses routes facilitated while elucidating distinct roles improving efficiency selectivity 1,4‐DHP synthesis. Hence, this may pave way employing nanomaterial catalysts

Language: Английский

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Methionine-ethylenediaminetetraacetic acid-chitosan magnetic nanocomposite: a multifunctional organocatalyst for green heteroannulation of imidazoles

Carbohydrate Polymer Technologies and Applications, Journal Year: 2024, Volume and Issue: unknown, P. 100638 - 100638

Published: Dec. 1, 2024

Language: Английский

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Magnetic DL-methionine grafted to chitosan by EDTA linker nanomaterial: a highly efficient multifunctional organocatalyst for the synthesis of highly substituted imidazole derivatives under green conditions

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: July 18, 2024

In this research, a novel protocol for the synthesis of imidazole derivatives with various substitutions has been investigated in presence new and highly effective magnetic decorated DL-methionine amino acid grafted onto chitosan backbone by using EDTA linker (CS − MET@Fe₃O₄) under green chemistry conditions. The CS MET@Fe₃O₄ nanocomposite was properly characterized FTIR, EDX, XRD, FESEM, TGA VSM spectroscopic, microscopic, or analytical methods. used as efficient heterogeneous organocatalyst wide range three- four-substituted derivatives, an important pharmaceutical scaffold, through multicomponent reactioins (MCRs) strategy. multifunctional nanocatalyst exhibited high catalytic activity, selectivity, stability to promote reactions benzoin benzyl, different aldehyde ammonim acetate well aromatic aliphatic amine EtOH solvent. Key advantages present are excellent yields, use low loading renewable, bio-based biodegredable chitosan- acid-based nanomaterial, simple procedure preparation nanomaterial imoidazole derivatives. addition, catalyst's properties, including its properties appropriate surface area characteristicscontribute performance. Fuerthermore, can be up six cycles only slight decrease activity.

Language: Английский

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