scholarly journals A straightforward, environmentally beneficial synthesis of spiro[diindeno[1,2-b:2′,1′-e]pyridine-11,3′-indoline]-2′,10,12-triones mediated by a nano-ordered reusable catalyst

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Mahsa Fathi ◽  
M. Reza Naimi-Jamal ◽  
Mohammad G. Dekamin ◽  
Leila Panahi ◽  
Oleg M. Demchuk

AbstractA library of new spiro[diindeno[1,2-b:2′,1′-e]pyridine-11,3′-indoline]-2′,10,12-trione derivatives has been prepared in an efficient, one-pot pseudo four-component method mediated by a reusable heterogeneous nano-ordered mesoporous SO3H functionalized-silica (MCM-41-SO3H) catalyst. Excellent yields, short reaction times, as well as convenient non-chromatographic purification of the products and environmental benefits such as green and metal-free conditions constitute the main advantages of the developed synthetic methodology. The obtained fused indole-indenone dyes would be of interest to pharmaceutical and medicinal chemistry. Furthermore, due to their sensitivity to pH changes, they could be used as novel pH indicators.

Author(s):  
Zakaria Benzekri ◽  
Redoua Benhdidou ◽  
Sara Hamia ◽  
Houda Serrar ◽  
Said Boukhris ◽  
...  

Dicalcium phosphate dihydrate (DCPD) was used as a green and reusable catalyst in order to synthesized two important categories of heterocycles, 3,4-dihydropyrimidin-2-ones and 3,4-dihydropyrimidin-2-thiones. The advantages of our method are as follow: short reaction times, green process, reduced environmental hazards and high isolated yield of products.


2017 ◽  
Vol 14 (6) ◽  
pp. 904-911 ◽  
Author(s):  
Ramin Ghorbani-Vaghei ◽  
Jafar Mahmoodi ◽  
Yaser Maghbooli ◽  
Azadeh Shahriari

Background: The synthesis of 3,4-dihydropyrano[3,2-c]chromenes via the one-pot three-component reactions of various aldehydes, malononitrile, and 4-hydroxycumarin at 60 °C in water as a solvent by the magnetic nanoparticles tag: piperidinium benzene-1,3-disulfonate ionic liquid as a green and efficient catalyst. Some benefits of the presented technique are significant cost impact, impressive catalysis and the ability to reuse of the catalyst. The current procedure offers high yield, short reaction times, neat reaction and simple reusable catalyst. Objective: A magnetic nanoparticles tag: piperidinium benzene-1,3-disulfonate ionic liquid as a green, efficient, reusable and heterogeneous catalyst was used for the synthesis of 3,4-dihydropyrano[3,2-c]chromenes. Method: We have described an efficient and green process for the synthesis of the one-pot three-component synthesis of 3,4-dihydropyrano[3,2-c]chromenes from the reaction between 4-hydroxy-coumarin with malononitrile and aldehydes in the presence of catalytic amount of magnetic nanoparticles tag: piperidinium benzene-1,3-disulfonate ionic liquid as a novel and powerful nano ionic liquid with good to excellent yields and in a short reaction time in water solvent at 60 °C. Result: The main advantage of this process is the simplicity of the work-up and the products can be isolated without chromatography. Conclusion: We suggest that the method has also various additional advantages such as low loading of catalyst, clean reaction, which makes it a suitable and noteworthy approach for the synthesis of 3,4- dihydropyrano[3,2-c]chromenes.


2013 ◽  
Vol 78 (6) ◽  
pp. 769-779 ◽  
Author(s):  
Ali Ghasemzadeh ◽  
Javad Safaei-Ghomi ◽  
Safura Zahedi

Magnetically separable Fe3O4 nanoparticles supply environmentally friendly procedure for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene and 1,8-dioxo-octahydro-xanthene derivatives. These compounds were obtained in high yields and short reaction times by the reaction of dimedone and 2-naphthol with various aromatic aldehydes under solvent-free conditions. The catalyst coluld be easily recovered using an external magnet and reused for six cycles with almost consistent activity.


2008 ◽  
Vol 281 (1-2) ◽  
pp. 137-145 ◽  
Author(s):  
María Luisa Ojeda ◽  
Antonio Campero ◽  
José Guadalupe López-Cortés ◽  
María Carmen Ortega-Alfaro ◽  
Celso Velásquez ◽  
...  

2018 ◽  
Vol 15 (3) ◽  
pp. 396-403 ◽  
Author(s):  
Sebenzile Shabalala ◽  
Suresh Maddila ◽  
Werner E. van-Zyl ◽  
Sreekantha B. Jonnalagadda

Aim and Objective: Ceria loaded on solid zirconia was employed as heterogeneous catalyst for the synthesis of pyridine derivatives via a one-vessel, four-component reaction consisting of substituted aldehyde, malononitrile, dimethylacetylenedicarboxylate and dimethylaniline with good to excellent product yields (87 to 95%). The noteworthy advantages of the facile method with ethanol as solvent are excellent yields with short reaction times. Catalyst is reusable with little loss of activity up to six rounds. Materials and Method: All the catalyst materials were synthesized by using simple wet-impregnation method. The powder X-ray diffraction, TEM, SEM and N2 adsorption/desorption analysis techniques were employed for the structural interpretation of CeO2/ZrO2, the identity of target products were established and confirmed by diverse spectral (1H NMR, 13C NMR, 15N NMR, FT-IR and HRMS) techniques. Results: As convincingly demonstrated by the synthetic approaches reported in this review, MCRs have facilitated many new methodologies with significant advantages for efficient and well organized synthesis of varied pyrazole derivatives. The methodology involved variety of options for catalysts that can be chosen using different solvents or solvent-free conditions and/or using alternative energy-efficient options such as microwave irradiation and sonification. This review brings together ample material about synthesis of varied pyrazole derivatives that may have prodigious scope, in drug design and therapeutics. It is anticipated that research efforts in this direction will endure in the search for novel, atom efficient, small molecules with excellent drug-like properties. Conclusion: In this study, we report on a green and efficient one-pot protocol for the synthesis of functionalized 1,4-dihydropyridine-2,3-dicarboxylate derivatives through a four-component reaction between malononitrile, dimethylacetylenedicarboxylate, dimethylaniline and substituted aldehydes using 2.5% CeO2/ZrO2 as a catalyst in EtOH and at room temperature. This methodology has several advantages such as short reaction times (< 30 min), high product yields (87-95%), ease of handling, facile and green work-up. The easy recoverable and reusable catalyst meets the industrial and environmental requirements and is versatile and cost effective.


BMC Chemistry ◽  
2019 ◽  
Vol 13 (1) ◽  
Author(s):  
Mohammad Ali Ghasemzadeh ◽  
Boshra Mirhosseini-Eshkevari ◽  
Mohammad Hossein Abdollahi-Basir

Abstract The synthesized Fe3O4@l-arginine showed strong catalytic performance in the one-pot synthesis of spiropyranopyrazoles via the reactions of hydrazines, β-keto esters, isatins, and malononitrile or ethyl cyanoacetate under solvent-free conditions. The biologically active heterocyclic compounds including spiropyranopyrazole derivatives were efficiently synthesized in short reaction times and excellent yields in the presence of Fe3O4/l-arginine at room temperature. The highlighted features of the Fe3O4@l-arginine nanocomposite are highly stable, easy to separate, low loading, cost-effective with easy preparation and reusability of the catalyst. The heterogeneous nanocomposite was fully characterized by SEM, EDX, FT-IR, XRD and TEM analysis.


2012 ◽  
Vol 326-328 ◽  
pp. 372-376
Author(s):  
Seyed Javad Ahmadi ◽  
Sodeh Sadjadi ◽  
Morteza Hosseinpour

An efficient method for the synthesis of 4-amino-5-pyrimidinecarbonitriles by three-component reaction of malononitrile, aldehydes and N-unsubstituted amidines, under aqueous conditions, using CuO nanoparticles as catalyst is reported. The protocol offers advantages in terms of higher yields, short reaction times, and mild reaction conditions, with reusability of the catalyst.


SynOpen ◽  
2017 ◽  
Vol 01 (01) ◽  
pp. 0143-0146
Author(s):  
N. Ghanbari ◽  
H. Ghafuri ◽  
H. Zand ◽  
M. Eslami

An effective approach to monobromination reactions utilizing room temperature ball-milling is introduced for the synthesis of aryl bromides and bromoketones with N-bromosuccinimide (NBS) and MCM-41-SO3H. Advantages of this technique are short reaction times and high regioselectivity. In contrast to other techniques using microwaves, ultrasound, or ionic liquids, handling of sensitive materials is possible and furthermore, this method has advantages over other solvent-free techniques that require a higher reaction temperature for high yield of products.


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