An Efficient One Pot, Multicomponent Synthesis of 1, 3-Thiazolidin-4-Ones Using L-Proline as Catalyst in Water

2021 ◽  
Vol 18 ◽  
Author(s):  
Yatin U. Gadkari ◽  
Rajesh D. Shanbhag ◽  
Vikas N. Telvekar

: An efficient methodology for the synthesis of 1,3-thiazolidin-4-ones using L-Proline as catalyst under aqueous conditions has been developed. The one-pot, multicomponent reaction of aromatic/heterocyclic aldehyde, aromatic amine and thioglycolic acid at room temperature give 1,3-thiazolidin-4-ones in moderate to good yields. Further, the current approach is notably greener than traditional methods with E-factor of 3.1 and the eco scale score of 96. The developed protocol offers several features, such as being simple, environmentally benign, energy-efficient, economical, mild conditions, shorter reaction time.


SynOpen ◽  
2021 ◽  
Author(s):  
Mina Ghassemi ◽  
Ali Maleki

Copper ferrite (CuFe2O4) magnetic nanoparticles (MNPs) were synthesized via thermal decomposition method and applied as a reusable and green catalyst in the synthesis of functionalized 4H-pyran derivatives using malononitrile, an aromatic aldehyde and a β-ketoester in ethanol at room temperature. Then it was characterized by Fourier transform infrared spectroscopy (FT-IR), energy-dispersive X-ray spectroscopy (EDX) analysis, scanning electron microscopy (SEM) images, thermo gravimetric and differential thermo gravimetric (TGA/DTG) analysis. The catalyst was recovered from the reaction mixture by applying an external magnet and decanting the mixture. Recycled catalyst was reused for several times without significant loss in its activity. Running the one-pot three-component reaction at room temperature, no use of eternal energy source and using a green solvent provide benign, mild, and environmentally friendly reaction conditions; as well, ease of catalyst recovering, catalyst recyclability, no use of column chromatography and good to excellent yields are extra advantages of this work.



2011 ◽  
Vol 76 (4) ◽  
pp. 235-241 ◽  
Author(s):  
Li-Qiang Wu ◽  
Wei-Lin Li ◽  
Fu-Lin Yan

A series of new 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones were synthesized via a three-component reaction of 3,4-methylenedioxyphenol, aromatic aldehydes and Meldrum’s acid in the presence of CeCl3·7H2O under solvent-free conditions. The method provided several advantages such as easy work-up, high yields and environmentally benign procedure.



2010 ◽  
Vol 8 (2) ◽  
pp. 320-325 ◽  
Author(s):  
Santosh Katkar ◽  
Pravinkumar Mohite ◽  
Lakshman Gadekar ◽  
Balasaheb Arbad ◽  
Machhindra Lande

AbstractA rapid and an efficient one-pot method for the synthesis of quinoxalines catalysed by ZnO-beta zeolite at room temperature is described. This environmentally benign method provides several advantages over methods that are currently employed such as a simple work-up, mild reaction conditions, good to excellent yields, and a process to recover and reuse the catalyst for several cycles with consistent activity.



2018 ◽  
Vol 90 (2) ◽  
pp. 387-394 ◽  
Author(s):  
Ali Maleki ◽  
Mina Ghassemi ◽  
Razieh Firouzi-Haji

Abstract In this work, an efficient chitosan-based magnetic bionanocomposite was synthesized via a two-step method and characterized by Fourier-transform infrared (FT-IR) spectroscopy, thermo gravimetric analysis (TGA), energy-dispersive X-ray (EDX) analysis and scanning electron microscopy (SEM) images. Then, it was used as a heterogeneous catalyst for the one-pot multicomponent syntheses of a variety of heterocyclic compounds including 2-amino-4H-pyrans, 2-amino-4H-chromens and polyhydroquinoline derivatives in ethanol at room temperature. The catalyst was simply separated from the reaction mixture by an external magnet and reused several times. The products were isolated from the reaction mixtures, without any need of column chromatography, in high-to-excellent yields. A reusable and easily recoverable catalyst, use of a green solvent, room temperature and mild reaction conditions are some advantages of the present work.



2017 ◽  
Vol 59 (1) ◽  
Author(s):  
Asadollah Hassankhani

<p>A new, efficient and environmentally benign protocol for the one-pot, multicomponent synthesis of 4,4'-arylmethylene-bis(3-methyl-1-phenyl-1<em>H</em>-pyrazol-5-ols) by condensation of aryl aldehydes, phenyl hydrazine and ethyl acetoacetate catalyzed by Ce(SO<sub>4</sub>)<sub>2</sub><sup>.</sup>4H<sub>2</sub>O as an ecofriendly catalyst with high catalytic activity and reusability at 125 °C under solvent-free conditions is reported.</p><p>The reaction proceeds to completion within 5-12 min in 81-98% yield. This new green methodology is of interest due to minimizing the cost of operational hazards and environmental pollution, its excellent yields, short reaction time and high catalyst activity and reusability.</p>



2018 ◽  
Author(s):  
Huong T. D. Nguyen ◽  
Y B. N. Tran ◽  
Hung N. Nguyen ◽  
Tranh C. Nguyen ◽  
Felipe Gándara ◽  
...  

<p>Three novel lanthanide metal˗organic frameworks (Ln-MOFs), namely MOF-590, -591, and -592 were constructed from a naphthalene diimide tetracarboxylic acid. Gas adsorption measurements of MOF-591 and -592 revealed good adsorption of CO<sub>2</sub> (low pressure, at room temperature) and moderate CO<sub>2</sub> selectivity over N<sub>2</sub> and CH<sub>4</sub>. Accordingly, breakthrough measurements were performed on a representative MOF-592, in which the separation of CO<sub>2</sub> from binary mixture containing N<sub>2</sub> and CO<sub>2</sub> was demonstrated without any loss in performance over three consecutive cycles. Moreover, MOF-590, MOF-591, and MOF-592 exhibited catalytic activity in the one-pot synthesis of styrene carbonate from styrene and CO<sub>2</sub> under mild conditions (1 atm CO<sub>2</sub>, 80 °C, and solvent-free). Among the new materials, MOF-590 revealed a remarkable efficiency with exceptional conversion (96%), selectivity (95%), and yield (91%). </p><br>



2020 ◽  
Vol 24 (4) ◽  
pp. 465-471 ◽  
Author(s):  
Zita Rádai ◽  
Réka Szabó ◽  
Áron Szigetvári ◽  
Nóra Zsuzsa Kiss ◽  
Zoltán Mucsi ◽  
...  

The phospha-Brook rearrangement of dialkyl 1-aryl-1-hydroxymethylphosphonates (HPs) to the corresponding benzyl phosphates (BPs) has been elaborated under solid-liquid phase transfer catalytic conditions. The best procedure involved the use of triethylbenzylammonium chloride as the catalyst and Cs2CO3 as the base in acetonitrile as the solvent at room temperature. The substrate dependence of the rearrangement has been studied, and the mechanism of the transformation under discussion was explored by quantum chemical calculations. The key intermediate is an oxaphosphirane. The one-pot version starting with the Pudovik reaction has also been developed. The conditions of this tandem transformation were the same, as those for the one-step HP→BP conversion.



Synlett ◽  
2017 ◽  
Vol 28 (17) ◽  
pp. 2295-2298
Author(s):  
Kommula Dileep ◽  
M. Murty

A simple and efficient synthetic protocol has been developed involving a one-pot three-component reaction of a 2-chlorobenzazole, piperazine, and an arenesulfonyl chloride under aqueous conditions at room temperature in the absence of a catalyst, ligand, or base. By using this protocol, a variety of 2-[4-(arylsulfonyl)piperazin-1-yl]-1,3-benzothiazole, -1H-benzimidazole, and -1,3-benzoxazole derivatives were synthesized in excellent yields.



Tetrahedron ◽  
2006 ◽  
Vol 62 (17) ◽  
pp. 4059-4064 ◽  
Author(s):  
Rina Ghosh ◽  
Swarupananda Maiti ◽  
Arijit Chakraborty ◽  
Santu Chakraborty ◽  
Alok K. Mukherjee


2015 ◽  
Vol 17 (5) ◽  
pp. 2859-2866 ◽  
Author(s):  
Arijit Saha ◽  
Soumen Payra ◽  
Subhash Banerjee

Herein, a facile one-pot multicomponent protocol for the synthesis of biologically important pyrano[2,3-c]pyrazole and benzylpyrazolyl coumarin derivatives has been demonstrated using ZrO2 nanoparticles as reusable catalyst at room temperature.



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