scholarly journals Facile construction of spiroindoline derivatives as potential anti-viral agent via three-component reaction in aqueous with β-cyclodextrin-SO3H as an efficient catalyst

2022 ◽  
Vol 15 (1) ◽  
pp. 137-150
Author(s):  
Fangzhou Xu ◽  
Yanyan Wang ◽  
Feng He ◽  
Zelian Li ◽  
Shengxin Guo ◽  
...  
Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3632-3639
Author(s):  
Zhen Wang ◽  
Weijun Yao ◽  
Xiangsheng Cheng ◽  
Weihong Fei ◽  
Zihao Luo ◽  
...  

α-Regio- and diastereoselective (3+2) cycloadditions of nitrone ylides derived from isatins with activated alkenes have been demonstrated. This mild protocol allows rapid access to a wide range of 3′,5′-diaryl-1′-hydroxy-2-oxospiro[indoline-3,2′-pyrrolidine] derivatives by using DABCO as an efficient catalyst. This method could also be carried out through three-component reaction efficiently in good yields and excellent diastereoselectivity.


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.


2014 ◽  
Vol 989-994 ◽  
pp. 83-86
Author(s):  
Xuan Yan Liu ◽  
Zhi Gao Yang

3,4-Dihydropyrimidin-2(1H)-ones derivatives were synthesized in moderate to high yields in one-pot three component reaction from the corresponding aldehydes, 1,3-dicarbonyl compounds and urea, Coconut shell char sulfonic acid (CSCSA) used as a reusable, and efficient catalyst. Compared to the classical acid catalyst, This new protocol for the Biginelli reaction includes the following important features: excellent yields, non-toxic, inexpensive and easily available reagent.


2017 ◽  
Vol 41 (15) ◽  
pp. 7108-7115 ◽  
Author(s):  
Hong-Yan Zhang ◽  
Xiao-Peng Hao ◽  
Li-Ping Mo ◽  
Sha-Sha Liu ◽  
Wen-Bo Zhang ◽  
...  

A novel magnetic metal–organic framework, NiFe2O4@MOF-5, was prepared and demonstrated to be a highly efficient catalyst for the one-pot three-component reaction of aldehyde, indole, and kojic acid.


2019 ◽  
Vol 16 (11) ◽  
pp. 915-921
Author(s):  
Nafiseh Yaltaghian-Khiabani ◽  
Shahrzad Abdolmohammadi ◽  
Sepehr Sadegh-Samiei

Pyridopyrimidines represent a highly important class of compounds which exhibit a wide spectrum of biological properties. Nanoscale metal oxide catalysts have been extensively studied for their application in organic reactions owing to their special features such as high surface area and pore sizes as supports. Titanium dioxide nanoparticles (TiO2 NPs) are an attractive candidate for readily available cheap nanocatalysts, due to their unique properties such as being non-toxic, moisture stable and reusable catalyst. 7-amino-2,4-dioxo-5-aryl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitriles were synthesized through the reaction of 4(6)-aminouracil, aromatic aldehydes, and malononitrile using calcined TiO2-SiO2 nanocomposite as a reusable catalyst in water at ambient temperature. All the synthesized compounds were well characterized by their elemental analyses, IR, 1H and 13C NMR spectroscopy. The synthesized catalyst was fully characterized by the powder X-ray diffraction (XRD), the scanning electron microcopy (SEM), the transmission electron microscopy (TEM), and the x-ray fluorescence (XRF) techniques. The reaction proceeded through calcined TiO2-SiO2 nanocomposite catalyzed three-component reaction affording twelve target compounds in high yields. This method introduced a novel protocol to provide 7-amino-2,4-dioxo-5-aryl-1,2,3,4-tetrahydropyrido[2,3- d]pyrimidine-6-carbonitrile derivatives and offer several advantages like very simple operation, using inexpensive, recyclable and non-toxic catalyst, mild reaction conditions, high yields of products (92- 98%), short reaction times (2.5-4 h), and green aspects by avoiding toxic catalysts and hazardous solvents.


2016 ◽  
Vol 40 (4) ◽  
pp. 3343-3349 ◽  
Author(s):  
Zahra Rashid ◽  
Tara Moadi ◽  
Ramin Ghahremanzadeh

In this research, Ag nanoparticles were prepared via plant extract and applied as an efficient catalyst in a three component reaction for the synthesis of spirooxindols.


2014 ◽  
Vol 2014 ◽  
pp. 1-10 ◽  
Author(s):  
Sayyed Mostafa Habibi-Khorassani ◽  
Malek Taher Maghsoodlou ◽  
Mehdi Shahraki ◽  
Sadegh Talaiefar ◽  
Jasem Aboonajmi

Sodium acetate was applied as an efficient catalyst for the one-pot, three-component condensation reactions consisting of 4-nitrobenzaldehyde 2, malononitrile 3, and thiobarbituric acid 1. Use of nontoxic reaction components, short reaction times, environmental, easy work-up, and high yields are some remarkable advantages of this method. Kinetics and mechanism of the reaction were spectrally studied and the second order rate constant (kovr = k1) was automatically calculated by the standard equations contained within the program. The second order rate constant [Ln(kovr = k1), Ln(kovr = k1)/T] that depended on reciprocal temperature was in good agreement with the Arrhenius and Eyring equations, respectively. This data provided the suitable plots for calculating the activation energy and parameters (Ea, ΔG‡, ΔS‡, and ΔH‡) of the reaction. Furthermore, from studying the effects of solvent, concentration, and catalyst on the reaction rate, useful information was obtained regarding the mechanism. The results showed that the first step of the reaction mechanism is a rate determining step (RDS). The proposed mechanism was confirmed in accordance with the experimental data and also the steady state approximation.


2021 ◽  
Vol 9 ◽  
Author(s):  
M. Shaheer Malik ◽  
Basim H. Asghar ◽  
Riyaz Syed ◽  
Reem I. Alsantali ◽  
Moataz Morad ◽  
...  

A series of novel pyran-linked phthalazinone-pyrazole hybrids were designed and synthesized by a facile one-pot three-component reaction employing substituted phthalazinone, 1H-pyrazole-5-carbaldehyde, and active methylene compounds. Optimization studies led to the identification of L-proline and ethanol as efficient catalyst and solvent, respectively. This was followed by evaluation of anticancer activity against solid tumor cell lines of lung and cervical carcinoma that displayed IC50 values in the range of 9.8–41.6 µM. Molecular modeling studies were performed, and crucial interactions with the target protein were identified. The drug likeliness nature of the compounds and molecular descriptors such as molecular flexibility, complexity, and shape index were also calculated to understand the potential of the synthesized molecules to act as lead-like molecule upon further detailed biological investigations as well as 3D-QSAR studies.


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