Solvent-free bentonite-catalyzed condensation of malonic acid and aromatic aldehydes under microwave irradiation

Author(s):  
André Loupy ◽  
Suk-Jin Song ◽  
Sun-Mee Sohn ◽  
Young-Mee Lee ◽  
Tae-Woo Kwon
ChemInform ◽  
2010 ◽  
Vol 32 (50) ◽  
pp. no-no
Author(s):  
Andre Loupy ◽  
Suk-Jin Song ◽  
Sun-Mee Soh ◽  
Yong-Mee Lee ◽  
Tae-Woo Kwon

2011 ◽  
Vol 8 (2) ◽  
pp. 863-869 ◽  
Author(s):  
Tapas K. Mandal ◽  
Rammohan Pal ◽  
Rina Mondal ◽  
Asok K. Mallik

Different aromatic aldehydes and cinnamaldehyde undergo cross-aldol condensation with chroman-4-ones and1-thiochroman-4-ones in the presence of amberlyst-15 under microwave irradiation in solvent free condition to afford rapidly the correspondingE-3-arylidene andE-3-cinnamylidene derivatives, respectively, in high yield. This process is simple, efficient and environmentally benign.


2015 ◽  
Vol 69 (3) ◽  
Author(s):  
Da-Wei Zhang ◽  
Yu-Min Zhang ◽  
Yi-Liang Zhang ◽  
Tian-Qi Zhao ◽  
Hong-Wei Liu ◽  
...  

AbstractAn efficient synthesis of bis(indolyl)methanes was developed. Bis(indolyl)methanes were synthesized starting from various aromatic aldehydes with indole under microwave irradiation and solvent-free conditions (85-98 %). Solid support SiO


2020 ◽  
Vol 17 (2) ◽  
pp. 107-115
Author(s):  
Manjunatha M. Ramaiah ◽  
Nanjunda Swamy Shivananju ◽  
Priya Babu Shubha

: Titanium ethoxide has been employed as a novel and efficient reagent for the Knoevenagel condensation of aldehydes with active methylenes such as diethyl malonate and ethyl cyanoacetate under solvent free conditions to afford substituted olefins in high to excellent yields. The reaction is suitable for a variety of aromatic, aliphatic and heteroaromatic aldehydes with various active methylenes. Parallel to this, microwave irradiation has been utilized to achieve improved reaction rates and enhanced yields. Herein, we illustrated a convenient method for the preparation of α,β-unsaturated compounds using both conventional and microwave irradiation methods. An efficient and solvent free Knoevenagel condensation between aldehydes and active methylenes was developed using titanium ethoxide. The procedure proved to be successful with a wide range of substrates such as aromatic, aliphatic and heterocyclic aldehydes and various active methylenes to afford substituted olefins. The reaction was also carried out under microwave irradiation to accomplish the corresponding olefins with improved reaction rates, yields and cleaner reaction profiles.We have developed an efficient and novel methodology for the synthesis of olefinic compounds by Knoevenagel condensation under solvent-free conditions using titanium ethoxide, for the first time, as a reagent as well as a solvent. This method is appropriate for the synthesis of a variety of aromatic aldehydes containing various electron-donating and withdrawing groups, aliphatic and heteroaromatic aldehydes. The significant advantages offered by this methodology could be applied to various active methylenes in order to offer the corresponding Knoevenagel products. Thus, we believe that this method delivers high conversions, cleaner reaction profiles under solvent-free reaction conditions and shorter reaction times, all of which make it a very useful and attractive approach for the preparation of a wide range of substituted olefins.


ChemInform ◽  
2005 ◽  
Vol 36 (35) ◽  
Author(s):  
Abbas A. Esmaeili ◽  
Mehri Salimi Tabas ◽  
Mohammad A. Nasseri ◽  
Foad Kazemi

2012 ◽  
Vol 2012 ◽  
pp. 1-8 ◽  
Author(s):  
Rina Mondal ◽  
Tapas K. Mandal ◽  
Asok K. Mallik

A rapid, efficient, and solvent-free methodology for synthesis of exocyclic α,β-unsaturated ketones of the categories E-3-arylidene-4-chromanones, E-2-arylidene-1-tetralones, E-2-arylidene-1-indanones, E-3-cinnamylidene-4-chromanones, E-2-cinnamylidene-1-tetralones, E-2-cinnamylidene-1-indanones, α,α′-(E,E)-bis(arylidene)-cycloalkanones, and α,α′-(E,E)-bis(cinnamylidene)-cycloalkanones has been developed through cross-aldol condensation of the constituent cyclic ketones and aldehydes by microwave irradiation over anhydrous potassium carbonate. However, for condensation of 1-thio-4-chromanones with aromatic aldehydes by this method, the initially formed exocyclic α,β-unsaturated ketone has been found to undergo isomerization yielding 3-(arylmethyl)thiochromones.


2003 ◽  
Vol 2003 (4) ◽  
pp. 240-241
Author(s):  
Taimirys Mamposo Pérez ◽  
Rolando F. Pellón Comdom ◽  
Miriam Mesa ◽  
Hermán Vélez

Malonic acid was condensed with several aryl – substituted aldehydes to the corresponding 3-phenyl-2-propenoic acids under microwave irradiation in solvent-free conditions on potassium fluoride impregnated alumina. Yields were dramatically improved in comparison with classical heating under the same conditions.


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.


2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi

Objective: A facile and efficient method for synthesis of 3, 4-dihydropyrimidin-2(1H)-ones via Biginelli reaction catalyzed by a novel dicationic Brönsted acidic ionic liquid, [(EtNH2)2SO][HSO4]2, has been successfully developed. Material and Method:: 3, 4-Dihydropyrimidin-2(1H)-ones were synthesized through one-pot condensation of aromatic aldehydes, ethyl acetoacetate, and urea under solvent-free conditions using [(EtNH2)2SO][HSO4]2 as a novel catalyst. The progress of the reaction was monitored by thin-layer chromatography (ethyl acetate / n-hexane = 1 / 5). The products have been characterized by IR, 1H NMR, 13C NMR, and also by their melting points. Results: In this research, a library of dihydropyrimidinone derivatives was synthesized via Biginelli reaction under solvent-free conditions at 120oC using [(EtNH2)2SO][HSO4]2 as a catalyst. Various aromatic aldehydes, as well as heteroaromatic aldehydes, were employed, affording good to high yields of the corresponding products and illustrating the substrate generality of the present method. In addition, the prepared dicationic Brönsted acidic ionic liquid can be easily recovered and reused. Conclusion: 1, 1’-Sulfinyldiethylammonium bis (hydrogen sulfate), as a novel dicationic ionic liquid, can act as a highly efficient catalyst for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions.


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