scholarly journals “On Water” Sonochemical Multicomponent Synthesis of Novel Bioactive 1,1′-(Aryl)bis(2-(cyclohexylamino)-2-oxoethane-1,1-diyl) Di(alkanoates and benzoates)

2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Manouchehr Mamaghani ◽  
Nosrat O. Mahmoodi ◽  
Farhad Shirini ◽  
Abbas Azimi-Roshan ◽  
Azam Monfared

An expeditious, efficient, and ecofriendly ultrasound-promoted synthesis of a series of novel 1,1′-(aryl)bis(2-(cyclohexylamino)-2-oxoethane-1,1-diyl) di(alkanoate and benzoate) derivatives (6a–k), as useful building block candidates for natural products and drugs, is reported. The target compounds were prepared by the reaction of alkyl or aryl carboxylic acid, various bisaldehydes and isocyanocyclohexane in water using one-pot isocyanide-based multicomponent approach. This efficient protocol without using any catalyst furnished the products in short reaction times (4-5 min) and excellent yields (87–96%). The antibacterial activity of the selected products was also examined. Some products showed promising activities.

2019 ◽  
Vol 22 (2) ◽  
pp. 123-128
Author(s):  
Setareh Habibzadeh ◽  
Hassan Ghasemnejad-Bosra ◽  
Mina Haghdadi ◽  
Soheila Heydari-Parastar

Background: In this study, we developed a convenient methodology for the synthesis of coumarin linked to pyrazolines and pyrano [2,3-h] coumarins linked to 3-(1,5-diphenyl-4,5- dihydro-1H-pyrazol-3-yl)-chromen-2-one derivatives using Chlorosulfonic acid supported Piperidine-4-carboxylic acid (PPCA) functionalized Fe3O4 nanoparticles (Fe3O4-PPCA) catalyst. Materials and Methods:: Fe3O4-PPCA was investigated as an efficient and magnetically recoverable Nanocatalyst for the one-pot synthesis of substituted coumarins from the reaction of coumarin with a variety of aromatic aldehydes in high to excellent yield at room temperature under solvent-free conditions. The magnetic nanocatalyst can be easily recovered by applying an external magnet device and reused for at least 10 reaction runs without considerable loss of reactivity. Results and Conclusion: The advantages of this protocol are the use of commercially available materials, simple and an inexpensive procedure, easy separation, and an eco-friendly procedure, and it shows good reaction times, good to high yields, inexpensive and practicability procedure, and high efficiency.


2007 ◽  
Vol 85 (7-8) ◽  
pp. 479-482 ◽  
Author(s):  
Biswanath Das ◽  
Kongara Ravinder Reddy ◽  
Yallamalla Srinivas ◽  
Rathod Aravind Kumar

A catalytic amount of pTSA has been found to be effective to carry out a one-pot three-component coupling of aromatic aldehydes, enolizable ketones or ketoesters, and acetonitrile in the presence of acetyl chloride to afford β-acetamidoketones in high yields. Short reaction times and inexpensive catalyst are main advantages of this protocol.Key words: β-acetamidoketone, pTSA, multicomponent reaction, diastereoselectivity.


2021 ◽  
Vol 9 ◽  
Author(s):  
Immandhi Sai Sonali Anantha ◽  
Nagaraju Kerru ◽  
Suresh Maddila ◽  
Sreekantha B. Jonnalagadda

The synthesis of dihydropyridines, valuable molecules with diverse therapeutic properties, using eco-friendly heterogeneous catalysts as a green alternative received significant consideration. By selecting appropriate precursors, these compounds can be readily modified to induce the desired properties in the target product. This review focused on synthesising diverse dihydropyridine derivatives in single-pot reactions using magnetic, silica, and zirconium-based heterogeneous catalytic systems. The monograph describes preparation techniques for various catalyst materials in detail. It covers facile and benign magnetic, silica, zirconium-based, and ionic liquid catalysts, exhibiting significant efficacy and consistently facilitating excellent yields in short reaction times and in a cost-effective way. Most of the designated protocols employ Hantzsch reactions involving substituted aldehydes, active methylene compounds, and ammonium acetate. These reactions presumably follow Knoevenagel condensation followed by Michael addition and intra-molecular cyclisation. The multicomponent one-pot protocols using green catalysts and solvents have admirably increased the product selectivity and yields while minimising the reaction time. These sustainable catalyst materials retain their viability for several cycles reducing the expenditure are eco-friendly.


2019 ◽  
Vol 8 (1) ◽  
pp. 42-52 ◽  
Author(s):  
Chahrazed Benhaoua ◽  
Mustapha Rahmouni ◽  
Hadj Benhaoua

The microwave-promoted one-pot multicomponent synthesis of substituted pyrrolidinols using a bifunctional sugar-derived hydroxy-[gamma]-lactone component of amine component or cyanide group is reported. Clean reaction profile, easy work-up procedure, excellent yields and short reaction times are some remarkable features of this method.This modular approach features the in situ-generation of iminium ions intermediate that allows the diastereoselective assembly of the diverse pyrrolidinones efficiently under microwave irradiation has been used.


2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Ravikumar Nagalapalli ◽  
Satyanarayana Reddy Jaggavarapu ◽  
Venkata Prasad Jalli ◽  
Anand Solomon Kamalakaran ◽  
Gopikrishna Gaddamanugu

Ultrasound promoted mild one-pot multicomponent synthesis of 3,4-dihydropyrano[c]chromenes from 4-hydroxycoumarin, arylaldehydes and malononitrile was achieved in aqueous media. The methodology promises advantages of short reaction times, environmentally benign conditions, high yields, and operational convenience.


RSC Advances ◽  
2016 ◽  
Vol 6 (94) ◽  
pp. 91133-91140 ◽  
Author(s):  
P. Sagar Vijay Kumar ◽  
L. Suresh ◽  
T. Vinodkumar ◽  
G. V. P. Chandramouli

Synthesis of phenyldiazenyl-acridinedione-carboxylic acids by a one-pot multicomponent coupling of 1,3-dicarbonyl compounds, substituted-phenyl-diazenyl-benzaldehydes and glycine using Eu2O3 modified CeO2 as the catalyst in aqueous medium.


Science ◽  
2014 ◽  
Vol 343 (6166) ◽  
pp. 61-65 ◽  
Author(s):  
Jawahar L. Jat ◽  
Mahesh P. Paudyal ◽  
Hongyin Gao ◽  
Qing-Long Xu ◽  
Muhammed Yousufuddin ◽  
...  

Despite the prevalence of the N-H aziridine motif in bioactive natural products and the clear advantages of this unprotected parent structure over N-protected derivatives as a synthetic building block, no practical methods have emerged for direct synthesis of this compound class from unfunctionalized olefins. Here, we present a mild, versatile method for the direct stereospecific conversion of structurally diverse mono-, di-, tri-, and tetrasubstituted olefins to N-H aziridines usingO-(2,4-dinitrophenyl)hydroxylamine (DPH) via homogeneous rhodium catalysis with no external oxidants. This method is operationally simple (i.e., one-pot), scalable, and fast at ambient temperature, furnishing N-H aziridines in good-to-excellent yields. Likewise, N-alkyl aziridines are prepared from N-alkylated DPH derivatives. Quantum-mechanical calculations suggest a plausible Rh-nitrene pathway.


Synlett ◽  
2018 ◽  
Vol 29 (05) ◽  
pp. 645-649 ◽  
Author(s):  
Najmedin Azizi ◽  
Tahereh Ahooie ◽  
Mohammad Hashemi ◽  
Issa Yavari

A high-yielding, practical, efficient, and environmentally benign one-pot multicomponent synthesis of functionalized 2-amino-4H-pyrans from β-dicarbonyl compounds, malononitrile, and aldehydes is presented. Good to excellent yields were obtained under mild reaction condition and with short reaction times by using magnetite-supported graphitic carbon nitride as a truly recyclable catalyst. This efficient and simple technique avoids the use of solvent extraction and column chromatography. In addition, the catalyst can be easily and effectively recovered and reused several times without significant loss of its catalytic activity.


2014 ◽  
Vol 2014 ◽  
pp. 1-6 ◽  
Author(s):  
Parvez Ali ◽  
Naziyanaz Pathan ◽  
Taibi Ben Hadda

In the present communication, under the influence of microwaves, cuprous chloride has been demonstrated to be safe, mild, efficient, and inexpensive catalyst for the Biginelli discovered multicomponent reaction (MCR) between aromatic aldehydes, urea/substituted urea, and ethyl acetoacetate to produce structurally diverse dihydropyrimidin-2(1H)-ones (DHPMs) and thiones in an ecofriendly solvent-free protocol. The practical and simple protocol led to excellent yields of the dihydropyrimidin-2(1H)-one derivatives under mild reaction conditions and within short span of reaction times with easy reaction workup by maintaining excellent atom economy.


2018 ◽  
Vol 42 (2) ◽  
pp. 80-85
Author(s):  
Niloofar Jazi ◽  
Samieh Fozooni ◽  
Hooshang Hamidian

Starting from 4-aminohippuric acid (AHA), two novel series of heterocyclic compounds of pharmaceutical interest have been synthesised by one-pot, multicomponent reactions under microwave conditions. Reaction of AHA with various aldehydes and benzil in (1:1) EtOH/acetic acid in the presence of ammonium acetate yielded 1,2,3,5-tetra-arylated imidazole derivatives, whereas a solvent-free reaction of AHA with various aldehydes and dimedone (2 equiv.) in the presence of p-TSA yielded 4,9-diarylated 1,8-dioxo-decahydroacridine derivatives. These reactions produced good yields in short reaction times with an easy work-up, and purification of products was achieved by simple recrystallisation.


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