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Solvent- and catalyst-free synthesis of 2-aryl(heteroaryl)-substituted benzothiazoles
, Pages: 57-62 Nazanin Sedaghat, Mohammad Reza Naimi-Jamal and Javad Mokhtari PDF (230 K) |
Abstract: The condensation of several aromatic/heteroaromatic aldehydes with 2-aminothiophenol under melt reaction conditions afforded 2-arylbenzothiazoles under solvent-free conditions. The major advantages of the present method are high yields, short reaction times, and eco-friendly conditions. DOI: 10.5267/j.ccl.2014.2.003 Keywords: Benzothiazoles; Melt reaction; Green synthesis; 2-aminothiophenol |
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A Highly Efficient Method for Synthesis of Bisarylmethylidenes of Cyclic Ketones in [BMIm]Cl/NaOH System as New and Recyclable Catalyst
, Pages 63-70 Shahrzad Javanshir, Mohammad M. Mojtahedi and Javad Eslami PDF (230 K) |
Abstract: An ionic liquid 1-Butyl-3-methylimidazoliumchloride[BMIm]Cl/sodium hydroxide system, was employed as a catalyst for the fast and one-pot crossed aldol-condensation of various aromatic aldehydes and cyclic ketones, to produce a variety of substituted α,α'-bis(benzylidene)-cycloalkanones under neat conditions. This process is simple, efficient and environmentally benign and proceeds in high yield and short reaction times. The ionic liquid can be recycled for subsequent reactions without any appreciable loss of efficiency. DOI: 10.5267/j.ccl.2014.2.002 Keywords: Ionic Liquid; Aldol Condensations; Bisarylmethylidenes; Chalcones |
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A facile and efficient protocol for the synthesis of 2-amino-3-cyano-4H-pyran derivatives at ambient temperature
, Pages: 71-74 Adeleh Moshtaghi Zonouz, Davoud Moghani and Somaieh Okhravi PDF (230 K) |
Abstract: An efficient and simple synthesis of some 2-amino-3-cyano-4H-pyran derivatives was developed by the one-pot and three-component reaction of aldehydes, ethyl acetoacetate, and malononitrile in the presence of ammonia as catalyst at room temperature. The reaction is rapid and clean, and gives the products in high yields. DOI: 10.5267/j.ccl.2014.2.001 Keywords: 2-Amino-3-cyano-4H-pyrans; One-pot reaction; Multi-component reaction; Ambient temperature |
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Solvent-free synthesis and oxidative aromatization of diethyl-2,6-dimethyl-4-(1-phenyl-3-aryl-1H-pyrazol-4-yl)-1,4-dihydropyridine-3,5-dicarboxylates using hypervalent iodine (III) reagents
, Pages: 75-84 Parvin Kumar, Khalid Hussain and Ashwani Kumar PDF (230 K) |
Abstract: In this article, an efficient, environmentally benign, solvent-free synthesis of diethyl-2,6-dimethyl-4-(1-phenyl-3-aryl-1H-pyrazol-4-yl)-1,4-dihydropyridine-3,5-dicarboxylates and their simple oxidative aromatization in presence of selected hypervalent iodine (III) reagents under solvent-free condition at room temperature is demonstrated. All reactions were carried out by grinding the reactant pyrazole substituted Hantzch-1,4-dihydropyridines and hypervalent iodine (III) reagent in a mortar with pestle. [Hydroxy(tosyloxy)iodo]benzene act as an more efficient oxidizing reagent in comparison to phenyliodine bistrifluoroacetate and iodobenzene diacetate in terms of reaction time and yields. The advantages of present protocol are the environment friendly, short reaction time, mild reaction conditions, and high yields of the products. DOI: 10.5267/j.ccl.2014.1.002 Keywords: Pyrazole; Hantzch-1,4-dihdropyridine; Hypervalent iodine (III) reagent; Oxidative aromatization Solvent-free |
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X-Ray, IR, NMR, UV-visible spectra and DFT analysis of 5-aryloxy-(1H)-tetrazoles, structure, conformation and tautomerism
, Pages: 85-96 Nader Noroozi Pesyan, Sadeghali Bavafa, Mohammad Samim Enayati, Sajedin Hoseinpour, Narges Ostadhosseini, Alireza Dadrass, Jannet Soleimannejad, Ertan Şahin and Mohamed I. Mohamed Tahir PDF (230 K) |
Abstract: The predominant tautomeric forms of N1–H, N2–H of 5-(2,6-dimethyl- and 5-(2,6-diisopropylphenoxy)-(1H)-tetrazoles were analyzed at B3LYP method using 6-311G(d,p) basis set in the gas phase. The N1–H form of tetrazoles was found to be more stable than N2–H form in both solid and gas phases. Crystal structures of both tetrazoles show an intermolecular H-bond between N1-H and N4 atom of other tetrazole space. The hydrogen bonds between each tautomer of tetrazoles were evaluated at B3LYP/6-311G(d,p) level. The geometrical parameters and spectral data of tetrazoles and their variation were studied in both solid and gas phases. DOI: 10.5267/j.ccl.2014.1.001 Keywords: NMR; X-ray; Rotation barrier; H-bond; DFT; 5-(2,6-Diisopropylphenoxy)-(1H)- tetrazole |
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6. |
Mesoporous SBA-15 nanoparticles: An efficient and eco-friendly Catalyst for one-pot synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions
, Pages: 97-102 Yaghoub Sarrafi, Farzane Pazokie, Seyed Naser Azizi, Kamal Alimohammadi and Ebrahim Mehrasbi, Elham Chiani PDF (230 K) |
Abstract: A simple and efficient procedure for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free condition using non-toxic and mild acid mesoporous SBA-15 nanoparticles as a catalyst has been investigated. This method has the advantages of the excellent yield, short reaction time, environmentally friendly conditions and simple experimental procedure. DOI: 10.5267/j.ccl.2013.12.003 Keywords: Biginelli condensation; mesoporous; 3, 4-dihydropyrimidin-2(1H)-ones; Heterogeneous catalysis |
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7. |
Synthesis and characterization of labile ylide of 1-(p-tolyl)-2-(tri-p-tolylphosphoranylidene)ethanone and its related complexes with mercury(II) halides
, 103-108 Alireza Dadrass Shahla Ebrahimnezhad, Mahsa Pourmirza and Ahmad Poursattar Marjani PDF (230 K) |
Abstract: The novel α-phosphorus labile ylide of 1-(p-tolyl)-2-(tri-p-tolylphosphoranylidene)ethanone (PTTPPY) is prepared by the reaction of 2-bromo-1-(p-tolyl)ethanone with tri-p-tolylphosphine in chloroform as solvent. The complexes of the type [HgX2(p-tolyl)3PCHCOC6H4CH3)] (X = Cl, Br and I) are prepared by the reaction of title ylide with mercury(II) halides in good yields, using methanol as solvent. The final products were characterized by IR, 1H, 13C, 31P NMR spectroscopic methods and microanalysis. DOI: 10.5267/j.ccl.2013.12.002 Keywords: Carbonyl stabilized phosphorus ylide; Mercury(II) halide complexes; Tri-p-tolylphosphine; Keto ylides; Ambidentate ligand |
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Kinetics and mechanism of the selective oxidation of primary aliphatic alcohols under phase transfer catalysis
, 109-114 K. Bijudas and T. D. Radhakrishnan Nair PDF (230 K) |
Abstract: Kinetics of the oxidation of primary aliphatic alcohols has been carried out using phase transferred monochromate in benzene. Tetrabutylammonium bromide (TBAB) and tetrabutylphosphonium bromide (TBPB) are used as phase transfer catalysts (PT catalyst). The reaction shows first order dependence on both [alcohol] and [monochromate ion]. The oxidation leads to the formation of corresponding aldehyde and no traces of carboxylic acid has been detected. The reaction mixture failed to induce the polymerization of added acrylonitrile which rules out the presence radical intermediates in the reaction. Various thermodynamic parameters have been evaluated and a suitable mechanism has been proposed. DOI: 10.5267/j.ccl.2013.12.001 Keywords: Selective oxidation; Phase transfer catalysis; Kinetics; Mechanism; Phase transferred monochromate |
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Acidity Constants Determination of Triazine Dye Derivative in the presence of some Surfactants by Multiwavelength Spectrophotometric and Spectrofluorimetric
, 115-124 Ali Yeganeh Faal Tavakol Heidary Shayeste, Maryam Bordbar and Bahare Jamalyan PDF (230 K) |
Abstract: In this work, acidity constants protonated form of 4.4'-bis astilbene-2,2'-disulfonic-disodium salts (TRIAZ) have been determined spectrophotometrically and spectrofluorimetrically at 25◦C and ionic strength of 0.1M KNO3. A program based on MCR-ALS applied for determination of acidity constants. The results show that the peak values of dye are influenced by the presence of anionic, cationic, and nonionic surfactants. The effects of sodium dodecyl sulfate (SDS), Triton X-100 (TX-100) and cetyl trimethyl ammonium bromide (CTAB) as a surface-active agent on the acidic and basic forms, and the spectral properties of dye were studied. Also, we determined the critical micelle concentration (CMC) for these surfactants by spectrophotometric and spectrofluorimetric triazine dye probes. In addition, by using of evolving factor analysis (EFA) and multivariate curve resolution alternative least squares (MCR-ALS) methods, acidity constants were acquired. DOI: 10.5267/j.ccl.2013.11.002 Keywords: Triazine; Acidity constant; Surfactant; Spectrophotometric; Spectrofluorimetric |
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Silica-based sulfonic acid (MCM-41-SO3H): a practical and efficient catalyst for the synthesis of highly substituted quinolines under solvent-free conditions at ambient temperature
, 125-132 Ali Maleki, Shahrzad Javanshir and Shahin Sharifi PDF (230 K) |
Abstract: In this work, a variety of highly substituted quinolines were readily synthesized via Friedlander annulation using Brönsted acid silica-based sulfonic acid as a modified catalyst under solvent-free conditions at room temperature. This efficient procedure has the advantages of giving the target compounds in high yields, short reaction times, simple workup procedure, reusability of the catalyst, and environmentally benign conditions. DOI: 10.5267/j.ccl.2013.11.001 Keywords: MCM-41-SO3H; Silica-based sulfonic acid; Solvent-free; Quinolines; Friedlander reaction |
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