scholarly journals ZnS/CuFe2O4: Magnetic Hybrid Nanocomposite to Catalyze the Synthesis of 2,4,5-triaryl-1H-imidazole Derivatives

Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 44
Author(s):  
Fereshte Hassanzadeh-Afruzi ◽  
Shahrzad Bahrami ◽  
Ali Maleki

Integration of nanomaterials is an entirely new method to synthesis efficient catalysts. These compounds provided new characteristics and distinctive application which is not accessible in the single-particle nanostuctures. Although there is little catalytic activity in each component of the hybrid material, their hybrid displays much higher activity. Indeed, the presence of intermediate metal and their oxides in the framework of hybrid catalyst caused a synergistic effect, thus facilitate the organic reaction more effectively. The extensive biochemical and pharmacological activities of imidazole-containing compounds have required the development of efficient methods for synthesizing these compounds, which is a significant topic in organic chemistry. The imidazole nucleus function as a main scaffold for constructing of biologically important molecules. The ZnS/CuFe2O4 magnetic hybrid nanocatalyst was synthesized by a simple co precipitation and characterized by conventional analyses successfully. Synthesized nanocomposite was utilized as a magnetic and heterogeneous catalyst for the one-pot synthesis of 2,4,5-triaryl-1H-imidazole derivatives with condensation of various aromatic aldehydes, benzil and ammonium acetate. The presented method shows some advantages such as mild conditions, good yields, and simple separation of products from the reaction mixture and cost-effective catalyst. The experimental data showed ZnS/CuFe2O4 nanocatalyst were easily separated from the reaction mixture using an external magnetic field and use again five times in subsequent reactions without appreciable reduction in catalytic activity.

2013 ◽  
Vol 68 (4) ◽  
pp. 362-366 ◽  
Author(s):  
Shahrzad Abdolmohammadi ◽  
Mahdieh Mohammadnejad ◽  
Faezeh Shafaei

A series of tetrahydrobenzo[c]acridinone derivatives have been prepared by a one-pot fourcomponent reaction of 1-naphthol, aromatic aldehydes, dimedone, and ammonium acetate in aqueous media using a catalytic amount of titanium dioxide nanoparticles (TiO2 NPs). The advantages of this novel protocol include the excellent yields, operational simplicity, short reaction time, easy work-up, reusability of the catalyst and an environmentally friendly procedure.


RSC Advances ◽  
2014 ◽  
Vol 4 (40) ◽  
pp. 20932-20939 ◽  
Author(s):  
Zohre Zarnegar ◽  
Javad Safari

Chitosan-coated Fe3O4 nanoparticles (Fe3O4@CS) were prepared simply through in situ co-precipitation of Fe2+ and Fe3+ ions via NH4OH in an aqueous solution of chitosan and their catalytic activity was investigated in the synthesis of 2,4,5-trisubstituted imidazoles by a one-pot condensation of benzil derivatives, aryl aldehydes and ammonium acetate in EtOH.


2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Janardhan Banothu ◽  
Rajitha Bavantula ◽  
Peter A. Crooks

Highly efficient, ecofriendly, and improved protocol for the synthesis of 1,8-acridinediones has been developedviaone-pot multicomponent condensation of 1,3-cyclohexanedione/dimedone, aromatic aldehydes, and ammonium acetate utilizing poly(4-vinylpyridinium)hydrogen sulfate as catalyst in aqueous medium. Excellent yields in shorter reaction time, simple work-up procedure, easy recovery, and reusability of the catalyst are attractive features of this green protocol.


2018 ◽  
Vol 14 ◽  
pp. 2907-2915 ◽  
Author(s):  
Muthumani Muthu ◽  
Rakkappan Vishnu Priya ◽  
Abdulrahman I Almansour ◽  
Raju Suresh Kumar ◽  
Raju Ranjith Kumar

The one-pot four-component reaction of 3-(1H-indol-3-yl)-3-oxopropanenitriles, aromatic aldehydes, cycloalkanones and ammonium acetate occurred via a six-step tandem Knoevenagel condensation–nucleophilic addition to carbonyl–Michael addition–N-cyclization–elimination–air oxidation sequence to afford structurally intriguing indole–cycloalkyl[b]pyridine-3-carbonitrile hybrid heterocycles in excellent yields.


2013 ◽  
Vol 68 (2) ◽  
pp. 195-200 ◽  
Author(s):  
Shahrzad Abdolmohammadi

2-Amino-7,7-dimethyl-5-oxo-1,4-diaryl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile derivatives were synthesized by the one-pot four-component reaction of aromatic aldehydes, malononitrile, dimedone and arylamines in the presence of Zr(HPO4)2·H2O (α-ZrP) as an effective and recyclable solid acid catalyst, in high yields.


Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6977
Author(s):  
Hegira Ramírez ◽  
Katiuska Charris ◽  
Esteban Fernandez-Moreira ◽  
Benjamín Nogueda-Torres ◽  
Mario V. Capparelli ◽  
...  

Several methoxybenzo[h]quinoline-3-carbonitrile analogs were designed and synthesized in a repositioning approach to developing compounds with anti-prostate cancer and anti-Chagas disease properties. The compounds were synthesized through a sequential multicomponent reaction of aromatic aldehydes, malononitrile, and 1-tetralone in the presence of ammonium acetate and acetic acid (catalytic). The effect of the one-pot method on the generation of the target product has been studied. The compounds were in vitro screened against bloodstream trypomastigotes of T. cruzi (NINOA and INC-5 strains) and were most effective at showing a better activity profile than nifurtimox and benznidazole (reference drugs). A study in silico on absorption, distribution, metabolism, excretion, and toxicity (ADME/Tox) profiling to help describe the molecular properties related to the pharmacokinetic aspects in the human body of these compounds was reported. In addition, X-ray data for the compound 2-Amino-5,6-dihydro-4-(3-hydroxy-4-methoxy-phenyl)-8-methoxybenzo[h]quinoline-3-carbonitrile 6 was being reported. Spectral (IR, NMR, and elemental analyses) data on all final compounds were consistent with the proposed structures.


2017 ◽  
Vol 61 (4) ◽  
pp. 278 ◽  
Author(s):  
Ágnes Magyar ◽  
Zoltán Hell

Molecular sieve supported lanthanum catalyst proved to be an efficient heterogeneous catalyst for the one-pot, four-component synthesis of polyhydroquinoline derivatives from aromatic aldehydes, dimedone, ethyl acetoacetate and ammonium acetate in ethanol via Hantzsch reaction. The method has several advantages such as simple reaction conditions, short reaction time, high yields and simple workup procedure, which make it an attractive route for the synthesis of polyhydroquinolines. The catalyst could be reused several times without the loss of its initial activity.


2018 ◽  
Vol 21 (4) ◽  
pp. 302-311
Author(s):  
Younes Ghalandarzehi ◽  
Mehdi Shahraki ◽  
Sayyed M. Habibi-Khorassani

Aim & Scope: The synthesis of highly substituted piperidine from the one-pot reaction between aromatic aldehydes, anilines and β-ketoesters in the presence of tartaric acid as a catalyst has been investigated in both methanol and ethanol media at ambient temperature. Different conditions of temperature and solvent were employed for calculating the thermodynamic parameters and obtaining an experimental approach to the kinetics and mechanism. Experiments were carried out under different temperature and solvent conditions. Material and Methods: Products were characterized by comparison of physical data with authentic samples and spectroscopic data (IR and NMR). Rate constants are presented as an average of several kinetic runs (at least 6-10) and are reproducible within ± 3%. The overall rate of reaction is followed by monitoring the absorbance changes of the products versus time on a Varian (Model Cary Bio- 300) UV-vis spectrophotometer with a 10 mm light-path cell. Results: The best result was achieved in the presence of 0.075 g (0.1 M) of catalyst and 5 mL methanol at ambient temperature. When the reaction was carried out under solvent-free conditions, the product was obtained in a moderate yield (25%). Methanol was optimized as a desirable solvent in the synthesis of piperidine, nevertheless, ethanol in a kinetic investigation had none effect on the enhancement of the reaction rate than methanol. Based on the spectral data, the overall order of the reaction followed the second order kinetics. The results showed that the first step of the reaction mechanism is a rate determining step. Conclusion: The use of tartaric acid has many advantages such as mild reaction conditions, simple and readily available precursors and inexpensive catalyst. The proposed mechanism was confirmed by experimental results and a steady state approximation.


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