Superparamagnetic Fe₃O₄@Alginate supported L‐arginine as a powerful hybrid inorganic–organic nanocatalyst for the one‐pot synthesis of pyrazole derivatives

Abstract

Hybrid inorganic–organic material Fe3O4@Alg@CPTMS@Arg, was prepared by the layer‐by‐layer techniques through grafting l‐arginine (l‐arg) to Fe3O4@Alg using 3‐chloropropyltrimethoxysilane (CPTMS) as a linker. Fe3O4@Alg was prepared by in situ co‐precipitation of iron (iii) and iron (ii) chloride in the presence alginate (Alg). The hybrid inorganic–organic material was characterized employing various techniques such as Fourier transform infrared (FTIR), scanning electron microscopy (SEM), energy dispersive X‐ray spectroscopy (EDX), X‐ray diffraction (XRD), thermogravimetric analysis (TGA), and vibrating sample magnetometer (VSM). The as‐prepared Fe3O4@Alg@CPTMS@Arg nanoparticles mediated the synthesis of pyrazole derivatives with via one‐pot reaction between phenylhydrazine, malononitrile, and various aromatic aldehydes under reflux in ethanol. Recycled catalyst exhibited comparable efficacy after seven cycles. The high catalytic activity, excellent yields, as well as the recyclability of the hybrid nanomaterials with quantitative efficiency, are factors that render this environmentally benign procedure appealing.

Nickel-Catalyzed, One-Pot Synthesis of Pyrazoles

“…Today, as a privileged structure, it can be synthesized by the reaction of 1,3-dipolar cycloaddition of diazo compounds [34], acetylenone, [35] N-sulfonylhydrazone, [36] or chalcone [37], and hydrazine [38]. In this regard, various catalysts have been investigated to catalyze the formation of pyrazoles: Cao and his colleagues used Zn complexe [39]; El-Remaily and his group used thiazole complexes under ultrasonic reaction conditions [40]; Amirnejat et al [41] used Superparamagnetic Fe 3 O 4 @Alginate supported L-arginine; and recently, nano SiO 2 was used by Abou Elmaaty and his group [42].…”

Synthesis of Functionalized Thiopyrano [2,3-b]quinolines via Cascade Reactions Catalyzed by Magnetic Arginine/Alginate Biocomposite

“…Although there are many different types of polymers, among them, natural origin polymers have the most achievements today due to their environmentally friendly conditions [4]. Subdivisions of these natural polymers include polysaccharides such as alginates originating from brown seaweed with alternating groups of (1→4) α-Lguluronic acid (G) and (1→4) β-D-mannuronic acid (M) units with specific functional groups in its structure have the ability to interact appropriately with other excellent compounds, including the amino acid arginine as bi-functionalized natural polysaccharide, strikingly, play role of catalyst [5,6]. In continuation of our efforts in the optimal synthesis and evaluation of heterogeneous catalyst performance for outstanding pharmaceutical compounds, therefore, we report our results for a facile and convenient synthesis thiopyrano [2,3-b]quinoline derivatives using arginine functionalized alginate as a highly efficient biocatalyst.…”