scholarly journals Benign Methodology and Efficient Catalysis for the One-Pot Multicomponent Synthesis of Dihydropyrimidinones and Thiones: A New Key for Old Lock

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 18 (1) ◽  
pp. 7
Author(s):  
Farzaneh Mohamadpour ◽  
Mojtaba Lashkari ◽  
Nourallah Hazeri

A green and facile saccharin-catalyzed procedure is developed for the one-pot convenient synthesis of dihydropyrano[2,3-c]pyrazole, tetrahydrobenzo[b]pyran and pyrano[2,3-d]pyrimidinone scaffolds via multi-component tandem Knoevenagel cyclocondensation reaction. This procedure has the chief advantages of green, inexpensive and readily available catalyst, high atom-economy, high to quantitative yields and the reaction procedure is mild and involves facile workup procedure to obtain the desired products in short reaction times.


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.


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.


2008 ◽  
Vol 5 (4) ◽  
pp. 688-695 ◽  
Author(s):  
Taoues Boumoud ◽  
Boudjemaa Boumoud ◽  
Salah Rhouati ◽  
Ali Belfaitah ◽  
Abdelmadjid Debache ◽  
...  

The Biginelli one-pot three-component cyclocondensation was applied in this work to prepare 3,4-dihydropyrimidinone and its analogues using the first derivative of lead, Pb(NO3)2, as a recycling catalyst, from a diversity of aromatic aldehydes, β-ketoesters and urea. The reaction was carried out in refluxing acetonitrile and afforded the target molecules in good to excellent yields. The method offers several advantages including high yields of the products, short reaction times and easy experimental workup procedure


2015 ◽  
Vol 21 (2) ◽  
Author(s):  
Mohammad Heidari ◽  
Mohsen Rezaei ◽  
Rashid Badri

AbstractThe reaction of benzil, an aromatic aldehyde, and ammonium acetate in ethanol at reflux in the presence of tributylhexadecylphosphonium bromide as catalyst affords a 2,4,5-trisubstituted imidazole. The present methodology offers several advantages over the literature methods, including excellent yields, shorter reaction times, environmentally benign milder reaction conditions, cost-effectiveness of catalyst, easy workup, and purification of products by nonchromatographic methods.


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. 


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 25 (2) ◽  
pp. 163-178 ◽  
Author(s):  
Reza Heydari ◽  
Rohollah Rahimi ◽  
Mehrnoosh Kangani ◽  
Afshin Yazdani-Elah-Abadi ◽  
Mojtaba Lashkari

Abstract The potassium carbonate was applied as a green and efficient catalyst for the one-pot synthesis of pyran annulated heterocyclic systems, via the condensation between aromatic aldehydes, malononitrile and dimedone/1-naphtole by a grinding method at room temperature and solvent-free conditions. Short reaction times, environmentally friendly procedure and excellent yields are the main advantages of this procedure which makes it more economic than other environmentally synthetic methods.


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.


2021 ◽  
Vol 18 ◽  
Author(s):  
Rajesh K. Manjul ◽  
Vilas B. Gade ◽  
Dhananjay N. Gaikwad ◽  
Dayanand M. Suryavanshi ◽  
Anjali S. Rajbhoj ◽  
...  

: We present a facile and environmentally benign protocol for the synthesis of tetrahydrobenzo[b]pyran derivatives via multi-component condensation of dimedon, malononitrile and different aromatic aldehydes in presence of 1-ethyl-3-methylimidazolium cyanoborohydride ([EMIm][BH3CN]) as catalyst under microwave irradiation. The one-pot synthesis, facile solvent-free condition and good isolated yield illustrate the utility of this green approach. The structural features are de-rived using analytical tools including Fourier Transform Infrared Spectroscopy (FT‐IR) and 1H and 13C Nuclear Magnetic Resonance (NMR) Spectroscopy. Electronic synthesis of tetrahydrobenzo[b]pyran derivatives by using catalytic action of 1-ethyl-3-methylimidazolium cyanoborohydride has been used to obtain maximum yield.


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