Application of Phosphate Fertilizer Modified by Zinc as a Reusable Efficient Heterogeneous Catalyst for the Synthesis of Biscoumarins and Dihydropyrano[3,2-c]Chromene-3-Carbonitriles under Green Conditions

Hallaoui, A.; Chehab, Soukaina; Ghailane, Tourya; Malek, Badr; Zimou, Omar; Boukhris, Saı̈d; Souizi, Abdelaziz; Ghailane, Rachida

doi:10.1080/10406638.2019.1710853

Cited by 27 publications

(9 citation statements)

References 66 publications

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“… Entry Conditions Temp. (℃), Solvent, Catalyst Time (min) Yield (%) Refs 1 70, H 2 O: EtOH, MNPs–PhSO 3 H 15 87 52 2 90, Solvent-free, Fe 3 O 4 @SiO 2 -Imine/Phenoxy-Cu(II) 17 95 53 3 80, Solvent-free, f CoFe 2 O 4 @FA-Er 26 96 54 4 Reflux, EtOH, Zn 3 (PO 4 ) 2 .4H 2 O 30 85 55 5 80, EtOH, FNASiPPEA 10 95 This work …”

Section: Resultsmentioning

confidence: 99%

Fe3O4@nano-almondshell/Si(CH2)3/2-(1-piperazinyl)ethylamine as an effective magnetite almond shell-based nanocatalyst for the synthesis of dihydropyrano[3,2-c]chromene and tetrahydrobenzo[b]pyran derivatives

Mallah

Mirjalili

Bamoniri

2023

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The preparation and design of nano-catalysts based on magnetic biopolymers as green and biocompatible nano-catalysts have made many advances. This paper deals with the preparation of magnetite biopolymer-based Brønsted base nano-catalyst from a nano-almond (Prunus dulcis) shell. This magnetite biopolymer-based nano-catalyst was obtained through a simple process based on the core-shelling of nano-almond shell and Fe3O4 NPs and then the immobilization of 3-chloropropyltrimethoxysilane as linker and 2-aminoethylpiperazine as a basic section. Structural and morphological analysis of this magnetite biopolymer-based nano-catalyst were done using Fourier transform infrared spectroscopy, field emission scanning electron microscopy, X-ray diffraction, Thermogravimetric analysis, Vibrating sample magnetization, Energy-dispersive X-ray spectroscopy, Brunauer–Emmett–Teller, and Transmission electron microscopy techniques. The performance of the synthesized Fe3O4@nano-almondshell/Si(CH2)3/2-(1-piperazinyl)ethylamine as a novel magnetite biopolymer-based nano-catalyst for the synthesis of dihydropyrano[3,2-c]chromene and tetrahydrobenzo[b]pyran was investigated and showed excellent efficiency.

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Section: Resultsmentioning

confidence: 99%

Fe3O4@nano-almondshell/Si(CH2)3/2-(1-piperazinyl)ethylamine as an effective magnetite almond shell-based nanocatalyst for the synthesis of dihydropyrano[3,2-c]chromene and tetrahydrobenzo[b]pyran derivatives

Mallah

Mirjalili

Bamoniri

2023

Sci Rep

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“…As a continuation of the previous works developed by our researchers [27][28][29][30][31][32][33][34][35][36][37][38][39] , which consist on the valorization of Moroccan phosphates in the field of organic synthesis, and the development of green and sustainable chemistry, this paper reports the first and an easy preparation method for TiP2O7 from the modifications of phosphate fertilizers MAP, DAP and TSP by titanium tetrachloride (TiCl4). The characterization of TiP2O7 was realized using spectroscopic and microscopic technics such as XRD, IR, SEM, and EDX.…”

Section: Introductionmentioning

confidence: 83%

Comparative study between the Titanium Phosphate TiP2O7 and the Phosphate Fertilizers in the catalysis of the Quinazolin-4(3H)-one derivatives synthesis

et al. 2020

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A simple and efficient method for the synthesis of quinazolin-4(3H)-one derivatives via condensation of anthranilamide with aromatic aldehyde catalyzed by monoammonium phosphate (MAP), diammonium phosphate (DAP), and triple superphosphate (TSP), were developed. The modification of these three phosphate fertilizers using titanium tetrachloride (TiCl4) has increased their catalytic efficiency. The prepared titanium phosphate (TiP2O7) was characterized using microscopic and spectroscopic methods, namely X-ray diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray analysis (EDX), and infrared spectroscopy (IR). The TiP2O7 was applied for the first time as a heterogeneous catalyst in quinazolin-4(3H)-ones synthesis. High yields and short reaction times were observed in the determined optimal condition (solvent nature, volume, and catalyst amount). This study shows that the TiP2O7 presents an exciting catalytic activity and long-term durability compared to those of MAP, DAP, and TSP.

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“…Some strategies for the synthesis of 1,2-dihydro-1-arylnaphtho [1, 2-e]- [1,3]oxazine-3ones synthesis were described by three-component condensation of urea, or thiourea, aldehyde, and naphthol in the presence of the different catalysts such as phosphomolybdic acid 19 , Thiamine Hydrochloride 20 , iron(III) phosphate 21 , Chitosan 22 , wet cyanuric chloride 23 , Silica vanadic acid 18 , graphene oxide 24 , amberlite IRA-400 Cl Resin 25 , and TiCl4 26 , etc. This paper constitutes the continuation of our previous works aiming to develop synthetic methods that respect the environment, leading to a wide variety of heterocyclic compounds biologically active using heterogeneous catalysts based on phosphate fertilizers [27][28][29][30] . The novelty of this work is the synthesis of a new bimetallic phosphate/Aluminium complex "Al/Ag3PO4", on the one hand, and its use for the first time as a new heterogeneous bimetallic catalyst in the synthesis of naphthoxazin-3-one derivatives on the other.…”

Section: Introductionmentioning

confidence: 98%

Synthesis of new bimetallic phosphate (Al/Ag3PO4) and study for its Catalytic performance in the synthesis of 1,2-dihydro-l-phenyl-3H-naphth [1,2-e]-[1,3] oxazin-3-one derivatives

Hallaoui¹,

Ghailane²,

Chehab³

et al. 2021

Mediterr.J.Chem.,

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This work aims to prepare a new bimetallic phosphate catalyst using a new simple and effective method. This new catalyst was ready for the first time by a modification of Triple Super Phosphate (TSP) fertilizer with silver sulfate (AgSO4), followed by the impregnation of the aluminum atoms using aluminum nitrate (Al(NO3)3). The use of Al/Ag3PO4, for the first time as a heterogeneous catalyst in organic chemistry, offers a new, efficient, and green pathway for synthesizing 1,2-dihydro-l-phenyl-3H-naphth[1,2-e]-[1,3]oxazin-3-one derivatives by one-pot three-component cyclocondensation of b-naphthol, aryl aldehyde, and urea. The structure and the morphology of the prepared catalyst were characterized by spectroscopic methods such as X-Ray Diffraction (XRD), Fourier Transform Infrared spectroscopy (FT-IR), and dispersive X-ray spectrometry coupled with a scanning electron microscope (EDX-SEM). In addition, the optimization of the reaction parameters was carried out considering the effect of catalyst amount, the temperature, and the solvent. The procedure described herein allowed a comfortable preparation of oxazine derivatives with excellent yields, short reaction times, and in the absence of organic solvent.

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Application of Phosphate Fertilizer Modified by Zinc as a Reusable Efficient Heterogeneous Catalyst for the Synthesis of Biscoumarins and Dihydropyrano[3,2-c]Chromene-3-Carbonitriles under Green Conditions

Cited by 27 publications

References 66 publications

Fe3O4@nano-almondshell/Si(CH2)3/2-(1-piperazinyl)ethylamine as an effective magnetite almond shell-based nanocatalyst for the synthesis of dihydropyrano[3,2-c]chromene and tetrahydrobenzo[b]pyran derivatives

Fe3O4@nano-almondshell/Si(CH2)3/2-(1-piperazinyl)ethylamine as an effective magnetite almond shell-based nanocatalyst for the synthesis of dihydropyrano[3,2-c]chromene and tetrahydrobenzo[b]pyran derivatives

Comparative study between the Titanium Phosphate TiP2O7 and the Phosphate Fertilizers in the catalysis of the Quinazolin-4(3H)-one derivatives synthesis

Synthesis of new bimetallic phosphate (Al/Ag3PO4) and study for its Catalytic performance in the synthesis of 1,2-dihydro-l-phenyl-3H-naphth [1,2-e]-[1,3] oxazin-3-one derivatives

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