Heterogeneous recyclable nano-CeO2 catalyst: efficient and eco-friendly synthesis of novel fused triazolo and tetrazolo pyrimidine derivatives in aqueous medium

RSC Advances ◽  
2016 ◽  
Vol 6 (73) ◽  
pp. 68788-68797 ◽  
Author(s):  
Lingala Suresh ◽  
P. Sagar Vijay Kumar ◽  
T. Vinodkumar ◽  
G. V. P. Chandramouli

A ceria nanocatalyst was used for the one-pot, multicomponent condensation reaction of benzoylacetonitrile, aromatic aldehydes and 5-amino-triazole/tetrazole proceeding via C–C and C–N bond formation to deliver triazolo/tetrazolo[1,5-a]pyrimidines.

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.


2017 ◽  
Vol 10 (9) ◽  
pp. 3197-3202 ◽  
Author(s):  
Davood Azarifar ◽  
Younes Abbasi ◽  
Omolbanin Badalkhani

Leucine, a naturally occurring α-amino acid, has been found as an effective catalyst to effect the one-pot three-component condensation reaction between aromatic aldehydes, malononitrile and 5,5-dimethyl-1,3-cyclohexanedione (dimedone). Various 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile derivatives are conveniently prepared by these reactions in excellent yields. High yields, short reaction times, simple work-up, use of green and naturally occurring catalyst and solvent are the main merits of the present protocol. 


2021 ◽  
Vol 11 (1) ◽  
pp. 2996-3005

Using a recyclable catalyst, facile synthesis of pyrimidine derivatives (4a-e) is attributed through the one-pot multi-component reaction of 2-amino benzimidazole (1) substituted aromatic aldehydes (2a-e) with malononitrile (3) under ultrasonic irradiations. Synthesized derivatives might help society in getting more active pharmaceutical constituents. In this present work, series of substituted pyrimidine (4a-e) were synthesized and confirmed with different spectra characterization methods. The ZnCr2O4 nano-particles play a vital role in eco-friendly, highly efficient, recyclable heterogeneous nanocatalyst. Furthermore, synthesized pyrimidine derivatives showed significant biological activities. Advantages of this handy route are less reaction time, simple isolation, and highly yielded products.


2015 ◽  
Vol 93 (11) ◽  
pp. 1245-1248 ◽  
Author(s):  
Ahmad Reza Moosavi-Zare ◽  
Mohammad Ali Zolfigol ◽  
Fateme Derakhshan-Panah ◽  
Masoume Daraei

A one-pot, multicomponent condensation reaction of phenols, aromatic aldehydes, and amides in the presence of catalytic amount of trityl chloride as a homogeneous organocatalyst under solvent-free condition to prepare amidoalkyl phenols has been reported. It is interesting that trityl chloride by in situ generation of trityl carbocation with inherent instability catalyzes the reaction.


2014 ◽  
Vol 7 (1) ◽  
pp. 1280-1286
Author(s):  
Dini Ahanthem ◽  
Warjeet S. Laitonjam

The novel 2-thioxo-benzo[5,6]chromeno[2,3-d]pyrimidin-4-one derivatives were prepared by one pot multicomponent condensation reaction involving thiobarbituric acids, aromatic aldehydes and β-napthol in acetonitrile-water as solvent using surfactant, cetylpyridinium chloride (CPC) at water bath temperature in good yields. The structures of the compounds were confirmed by elemental analyses and spectral data.


2016 ◽  
Vol 3 (1) ◽  
Author(s):  
Imtiyaz Rasool Parrey ◽  
Athar Adil Hashmi

AbstractThe one-pot synthesis of pyrido[2,3-d] pyrimidine derivatives has been reported via Knoevenagel-Michal addition pathways using substituted aromatic aldehydes, Cyanoacetamide and 6-aminouracil in N,N-dimethylformamide (DMF) solvent, with 4-dimethylaminopyridine (DMAP) as new organo catalyst catalyst under ultrasonic irradiation. The results showed that a series of aromatic aldehydes were effectively used to prepare the targeted pyrido [2, 3-d] pyrimidine derivatives with good to excellent yields (81-93 %) with no major effect on the yield of product by electron donating/withdrawing substituents. Short reaction time, environment friendly procedure, excellent yields, inexpensive and readily available catalyst are the advantages of this procedure. All synthesized compounds were characterized by IR, 1HNMR, 13CNMR and mass spectral data.


2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.


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.


Chemistry ◽  
2021 ◽  
Vol 3 (3) ◽  
pp. 783-799
Author(s):  
Maryam Ariannezhad ◽  
Davood Habibi ◽  
Somayyeh Heydari ◽  
Vahideh Khorramabadi

A new magnetic supported manganese-based coordination complex (Fe3O4@SiO2@CPTMS@MBOL@ Mn) was prepared in consecutive stages and characterized via various techniques (VSM, SEM, TEM, XRD, FT-IR, EDX, TG-DTA, and ICP). To evaluate its application, it was used for synthesis of divers Indazolophthalazinetriones in a simple procedure via the one-pot three-component condensation reaction of aldehydes, dimedone, and phthalhydrazide in ethanol under reflux conditions. The Mn catalyst can be recycled without any noticeable loss in catalytic activity. Additionally, the antibacterial properties of the nano-catalyst were studied against some bacterial strains.


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