Fe3O4/SiO2 decorated trimesic acid-melamine nanocomposite: a reusable supramolecular organocatalyst for efficient multicomponent synthesis of imidazole derivatives

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

Published: Jan. 9, 2023

Abstract This article describes supramolecular Fe 3 O 4 /SiO 2 decorated trimesic acid-melamine (Fe -TMA-Me) nanocomposite that can be prepared with features combine properties of different materials to fabricate a structurally unique hybrid material. In particular, we have focused on design, synthesis and evaluation heterogeneous magnetic organocatalyst containing acidic functional-groups for the biologically important imidazole derivatives in good excellent yields. The introduced -TMA-Me nanomaterial was characterized by techniques such as FTIR, XRD, EDX, FESEM, TEM, TGA DTA. As noteworthy point, catalytic system recycled reused more than seven consecutive runs while its high activity remains under optimized conditions.

Language: Английский

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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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Sulfamic acid grafted to cross-linked chitosan by dendritic units: a bio-based, highly efficient and heterogeneous organocatalyst for green synthesis of 2,3-dihydroquinazoline derivatives

RSC Advances, Journal Year: 2022, Volume and Issue: 13(1), P. 320 - 334

Published: Dec. 21, 2022

In this work, novel cross-linked chitosan by the G1 dendrimer from condensation of melamine and toluene-2,4-diisocyante terminated sulfamic acid groups (CS-TDI-Me-TDI-NHSO3H), as a bio-based heterogeneous acidic organocatalyst, was designed prepared. Also, structure prepared organocatalyst characterized Fourier transform infrared spectroscopy (FT-IR), field emission scanning electron microscopy (FESEM), energy-dispersive X-ray (EDS), diffraction (XRD) thermogravimetric analysis/derivative thermogravimetry (TGA/DTA). Subsequently, catalytic performance biobased dendritic CS-TDI-Me-TDI-NHSO3H, multifunctional solid acid, evaluated for preparation 2,3-dihydroquinazoline derivatives through three-component reaction following green chemistry principles. Some advantages new protocol include high to excellent yields short times well easy remarkable catalyst stability introduced organocatalyst. The CS-TDI-Me-TDI-SO3H can be used up five cycles quinazoline with slight decrease in its activity.

Language: Английский

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Supramolecular Pd@methioine-EDTA-chitosan nanocomposite: an effective and recyclable bio-based and eco-friendly catalyst for the green Heck cross-coupling reaction under mild conditions

Nanoscale Advances, Journal Year: 2023, Volume and Issue: 5(13), P. 3463 - 3484

Published: Jan. 1, 2023

A new supramolecular Pd( ii ) supported on modified chitosan by dl -methionine using an EDTA linker is prepared. The obtained low-loaded catalyst promotes the HCR affording good to excellent yields and proper reusability.

Language: Английский

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Magnetic BiFeO3 nanoparticles: a robust and efficient nanocatalyst for the green one-pot three-component synthesis of highly substituted 3,4-dihydropyrimidine-2(1H)-one/thione derivatives

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: Sept. 27, 2024

Language: Английский

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Introducing Fe3O4@SiO2@KCC-1@MPTMS@CuII catalytic applications for the green one-pot syntheses of 2-aryl(or heteroaryl)-2,3-dihydroquinazolin-4(1H)-ones and 9-aryl-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones

Journal of Molecular Structure, Journal Year: 2022, Volume and Issue: 1271, P. 134017 - 134017

Published: Aug. 28, 2022

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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Magnetic polyborate nanoparticles as a green and efficient catalyst for one-pot four-component synthesis of highly substituted imidazole derivatives

RSC Advances, Journal Year: 2023, Volume and Issue: 13(24), P. 16584 - 16601

Published: Jan. 1, 2023

In this study, magnetic polyborate nanoparticles (MPBNPs) were prepared via a simple procedure from boric acid by using ball-milling and then characterized various spectroscopic, microscopic analytical methods including FT-IR, EDX, XRD, FESEM, VSM TGA analysis. The obtained MPBNPs further explored, as green highly efficient catalyst, in the multi-component synthesis of wide range tetra-substituted imidazoles cascade cyclocondensation well situ air oxidation benzil or benzoin, aromatic aldehydes, primary amine ammonium acetate EtOH, solvent, under reflux conditions. Additionally, environmentally friendly conditions for preparation catalyst use non-toxic reactants, facile high to excellent yields desired products solvent are some advantages new protocol.

Language: Английский

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Synthesis of a series of Cd(II) furan-2-thiocarobxylates: Unprecedented coordination geometry of a Cd(II) complex exhibiting catalytic efficiency for the synthesis of 3,4-dihydropyrimidine-2(1H)-one derivatives

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(28), P. 12654 - 12663

Published: Jan. 1, 2024

The complexes with coordinative unsaturation act as efficient catalysts for the synthesis of dihydropyrimidinones.

Language: Английский

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