Sulfonic Acid-Functionalized Magnetic Nanoparticles as an Efficient Catalyst for the Synthesis of Benzo[4, 5]imidazo[1, 2-a]pyrimidine Derivatives, 2-Aminobenzothia Zolomethylnaphthols and 1-Amidoalkyl-2-naphthols

2019 ◽  
Vol 16 (7) ◽  
pp. 1040-1054
Author(s):  
Fatemeh K. Damghani ◽  
Seied A. Pourmousavi ◽  
Hamzeh Kiyani

Background: Carbon-based sulfonated catalysts have several advantages but their separation by filtration is still a challenge. On the other hand, the synthesis of magnetic sulfonated carbon nanoparticle indicated that the magnetic separation could be an efficient way to separate the catalyst from the reaction mixture. Objective: In order to synthesize a separable magnetic Fe3O4@C-SO3H nanoparticle (MNPs) with high catalytic activity in organic transformation, three environmental-benign and low-cost sulfonic acidfunctionalized magnetic nanoparticle (Fe3O4@C-SO3H) were successfully synthesized. Materials and Methods: The Nano catalysts were prepared by solvothermal carbonization of Sucrose (Suc), Starch (Sta) or Cellulose (Cel) in the presence of Fe3O4 Nanoparticle and then grafting of the sulfonic groups on the surface of resulted Fe3O4@C nanoparticles in the presence of p-Toluenesulfonic. Then the Nano catalysts were characterized using XRD, FESEM and FT-IR. Results: Three Fe3O4@C-SO3H were successfully synthesized. The resulted MNPs were used for the synthesis of benzo [4, 5] imidazo[1, 2-a]-pyrimidine derivatives, 2/-aminobenzothiazolomethylnaphthols and 1-amidoalkyl-2-naphthols under solvent-free conditions in excellent yields. It was found that high catalytic activity and easy magnetic separation from the reaction mixture are important achievement with regard to the efficiency and reusability of the catalyst in synthesis. Conclusion: The MNPs were synthesized and used as an efficient catalysts for the one-pot synthesis of benzo [4, 5] imidazo[1, 2-a]-pyrimidine derivatives, 2/-aminobenzothiazolomethylnaphthols, and 1-amidoalkyl-2- naphthols under solvent-free conditions in excellent yields. High catalytic activity and easy magnetic separation from the reaction mixture are two factors for evaluating the performance of Fe3O4@C-SO3H nanoparticles in the organic transformations.

2019 ◽  
Vol 74 (7-8) ◽  
pp. 559-564
Author(s):  
Simin Janitabar-Darzi ◽  
Shahrzad Abdolmohammadi

AbstractA TiO2–SiO2 nanocomposite catalyzes the one-pot cyclocondensation reaction of 1H-indole-2,3-diones (isatins), 1,3-cyclohexanediones, and urea at T = 70°C under solvent-free conditions with high efficiency. The present method affords the corresponding spiro products in high yields and short reaction time. The unique features of the TiO2–SiO2 nanocomposite are high catalytic activity, ease of preparation, non-toxicity, low loading, and recyclability.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Eskandar Kolvari ◽  
Maryam Mirzaeeyan

Al(NO3)3 · 9H2O efficiently catalyzes the three-component Biginelli reaction between an aldehyde, aβ-dicarbonyl compound, and urea or thiourea in refluxing ethanol and solvent-free (SF) conditions to afford the corresponding dihydropyrimidinones in high yields. The advantages of this method involve the easy procedure, the environmentally friendly process, and the low cost of the Lewis acid catalyst.


2012 ◽  
Vol 9 (2) ◽  
pp. 786-790 ◽  
Author(s):  
A. Hassankhani ◽  
E. Mosaddegh ◽  
S. Y. Ebrahimipour

An efficient and environmentally benign protocol for the one-pot, three-component synthesis of 12-aryl-8,9,10,12-tetrahydro-benzo[a]xanthen-11-one derivatives by condensation of aryl aldehydes, 2-naphthol and dimedone using H4SiW12O40(SiWA) as a reusable catalyst with high catalytic activity was reported. The reaction was carried out at 100 ºC under solvent-free conditions within 15-40 min in 82-91% yield.


2011 ◽  
Vol 65 (6) ◽  
Author(s):  
Xin-Bin Yang ◽  
Xiang-Kai Fu ◽  
Yu Huang ◽  
Ren-Quan Zeng

AbstractZirconium(IV) 4-sulphophenylethyliminobismethylphosphonate (ZSBEDP) was prepared and characterised by elemental analysis, IR, TG-DSC, and XRD. ZSBEDP was found to be an efficient catalyst for the Biginelli reaction of aromatic aldehyde, ethyl acetoacetate, and urea or thiourea under solvent-free conditions so as to give 3,4-dihydropyrimidones in good to excellent yields. The catalyst can be separated by simple filtration and reused without significant loss of its catalytic activity.


2021 ◽  
Vol 27 (1) ◽  
pp. 71-78
Author(s):  
Mahnaz Sakhdari ◽  
Ali Amoozadeh ◽  
Eskandar Kolvari

Abstract In this work, magnetic nanoparticle-supported sulfonic acid (γ-Fe2O3-SO3H) is used as an efficient catalyst in the synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles in a short time (40–70 min for trisubstituted imidazoles and 30–40 min for tetrasubstituted imidazoles) and high-purity products were obtained (92–98% for trisubstituted imidazoles and 94–98% for tetrasubstituted imidazoles) in simple multicomponent reactions. The structure of these products was confirmed via FT-IR and NMR. Green and recyclable catalysts, eco-friendly and solvent-free conditions, high catalytic activity, shorter reaction time, easy recovery by an external magnet, high purity, and excellent yields are some features of these reactions.


2021 ◽  
Vol 18 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Zahra Ghahremany ◽  
Madieh Sadeghpour

: A green and efficient protocol was developed for the one-pot three-component synthesis of novel 2-(4-hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-dione derivatives by the reaction of 4-hydroxycoumarin, ninhydrin and aromatic amines in the presence of guanidine hydrochloride as an organocatalyst under solvent-free conditions. The present approach offers several advantages such as low cost, simple work-up, short reaction times, chromatography-free purification, high yields and greener conditions.


2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Rabindranath Singha ◽  
Aminul Islam ◽  
Pranab Ghosh

AbstractA convenient and efficient solvent-free, facile, one-pot three-component graphene oxide catalysed approach has been described for the synthesis of chromeno-[4,3-b]quinolin-6-one derivatives from 4-hydroxycoumarin with aldehydes and aromatic amines. Graphene oxide (GO) has proved to be a new class of heterogeneous carbocatalyst which could be easily recovered and reused up to 5th run without significant loss of its catalytic activity. A broad scope of substrate applicability is offered and a plausible mechanism is also suggested for this developed protocol.


2015 ◽  
Vol 44 (20) ◽  
pp. 9596-9609 ◽  
Author(s):  
R. Tayebee ◽  
M. M. Amini ◽  
M. Akbari ◽  
A. Aliakbari

A new inorganic–organic nanohybrid material was prepared and performed as an efficient catalyst for the one-pot multi-component synthesis of different substituted 1-amidoalkyl-2-naphthols under solvent-free conditions.


2013 ◽  
Vol 9 ◽  
pp. 2344-2353 ◽  
Author(s):  
Sudipta Pathak ◽  
Kamalesh Debnath ◽  
Animesh Pramanik

A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heated on the solid surface of SSA under solvent-free conditions, the pyrrole-fused isocoumarins were formed in good yields. This synthetic method has several advantages such as the employment of solvent-free reaction conditions without the use of any toxic reagents and metal catalysts, the ease of product isolation, the use of a recyclable catalyst, the low cost, the easy availability of the starting materials, and the excellent yields of products.


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