Alum-Catalyzed One-Pot Solventless Synthesis of 1,5-Benzodiazepines

2008 ◽  
Vol 61 (2) ◽  
pp. 159 ◽  
Author(s):  
Deepali Mahajan ◽  
Tahira Naqvi ◽  
Rattan Lal Sharma ◽  
Kamal K. Kapoor

Alum [KAl(SO4)2∙12H2O] was found to be an efficient, non-toxic, cheap, and environmentally benign catalyst for the synthesis of 1,5-benzodiazepines, in good to excellent yields, from the condensation of 1 mole of o-phenylenediamine with 2 moles of ketone under solvent-free conditions.

RSC Advances ◽  
2015 ◽  
Vol 5 (57) ◽  
pp. 46074-46087 ◽  
Author(s):  
Giovanna Bosica ◽  
John Gabarretta

An environmentally benign, one-pot, A3-coupling reaction of various aldehydes, amines and terminal alkynes for the synthesis of propargylamine was catalysed by Amberlyst A-21 supported CuI, under heterogeneous and solvent-free conditions.


2015 ◽  
Vol 2015 ◽  
pp. 1-8 ◽  
Author(s):  
Hamed Tashakkorian ◽  
Moslem Mansour Lakouraj ◽  
Mona Rouhi

One-pot and efficient protocol for preparation of some potent pharmaceutically valuable coumarin derivatives under solvent-free condition via direct coupling using biologically nontoxic organocatalyst, calix[4]arene tetrasulfonic acid (CSA), was introduced. Calix[4]arene sulfonic acid has been incorporated lately as a magnificent and recyclable organocatalyst for the synthesis of some organic compounds. Nontoxicity, solvent-free conditions, good-to-excellent yields for pharmaceutically significant structures, and especially ease of catalyst recovery make this procedure valuable and environmentally benign.


Author(s):  
Behrooz Maleki ◽  
Reza Tayebee ◽  
Mina Kermanian ◽  
Samaneh Sedigh Ashrafi

Solvent-free, one-pot synthesis of polyhdroquinoline and 1,8-dioxodecahydroacridine derivatives have been described via Hantzsch condensation of various aldehydes, ammonium acetate with (<em>i</em>) cyclic 1,3-dicarbonyl compounds and ethyl acetoacetate and (<em>ii</em>) cyclic 1,3-dicarbonyl compounds (2 mmoles) in a very simple, efficient, and environmentally benign method using 1,3-(dibromo or dichloro)-5,5-dimethylhydantoin as a cheap, non-toxic and neutral catalyst with up to excellent yields.


2012 ◽  
Vol 9 (2) ◽  
pp. 786-790 ◽  
Author(s):  
A. Hassankhani ◽  
E. Mosaddegh ◽  
S. Y. Ebrahimipour

An efficient and environmentally benign protocol for the one-pot, three-component synthesis of 12-aryl-8,9,10,12-tetrahydro-benzo[a]xanthen-11-one derivatives by condensation of aryl aldehydes, 2-naphthol and dimedone using H4SiW12O40(SiWA) as a reusable catalyst with high catalytic activity was reported. The reaction was carried out at 100 ºC under solvent-free conditions within 15-40 min in 82-91% yield.


2007 ◽  
Vol 85 (2) ◽  
pp. 81-84 ◽  
Author(s):  
Davood Habibi ◽  
Nosratollah Mahmoodi ◽  
Omid Marvi

Different phthalazino[2,3-b]phthalazine-5,7,12,14-tetraones were synthesized in a simple and environmentally benign method from the reaction of some phthalic anhydrides with semicarbazide or thiosemicarbazide using montmorillonite K-10 clay as solid heterogeneous acidic catalyst and microwaves under solvent-free conditions in good yields and short reaction times. The present method has many obvious advantages compared with those reported in the literature, including high efficiency, higher yield, operational simplicity, environmental benignity, and the possibility of recycling the solid clay. The solid clay catalyst used in the first cycle of the reactions was successfully recovered and reused in the second cycle, showing a gradual decrease in activity.Key words: montmorillonite K-10 clay, microwave, solvent-free condition, phthalazinetetraones, semicarbazide, thiosemicarbazide.


2016 ◽  
Vol 22 (4) ◽  
Author(s):  
Mohammad Nikpassand ◽  
Leila Zare Fekri ◽  
Sina Sanagou

AbstractA clean and environmentally benign route for the preparation of substituted thiazoles


2016 ◽  
Vol 24 (1) ◽  
pp. 29-42
Author(s):  
Mojtaba Lashkari ◽  
Reza Heydari ◽  
Farzaneh Mohamadpour

Abstract The use of chromium(III) nitrate nonahydrate (Cr(NO3)3·9H2O) as an efficient, mild and economical catalyst for the one-pot three-component Biginelli synthesis of 3,4-dihydropyrimidin-2-(1H)-one/thione derivatives in the reaction between β-keto esters (methyl or ethyl acetoacetate), aromatic aldehydes (benzaldehye derivatives) and urea or thiourea under thermal and solvent-free conditions with good yields and short reaction times is reported. The most benefits of this synthetic method include the use of an efficient, eco-friendly, inexpensive and non-toxic catalyst, as well as the solvent-free conditions. All products were characterized by 1H NMR spectroscopy and melting point determination.


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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