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    Synthesis of a new class of tetronic acid derivatives: A one-pot three-component condensation reaction between isoquinoline or pyridine and dialkyl acetylenedicarboxylate with tetronic acid

    , Article Monatshefte fur Chemie ; Volume 144, Issue 7 , 2013 , Pages 1051-1055 ; 00269247 (ISSN) Rezayan, A. H ; Sabahi, H ; Rahmati, A ; Maleki, A ; Kheirjou, S ; Sharif University of Technology
    2013
    Abstract
    Reaction of the zwitterions generated from isoquinoline or pyridine and dialkyl acetylenedicarboxylate with tetronic acid leads to 1,2- dihydroisoquinoline or 1,2-dihydropyridine tetronic acid derivatives without using any catalyst or activation at room temperature  

    Nanocrystalline copper(II) oxide-catalyzed one-pot synthesis of imidazo[1,2-a]quinoline and quinolino[1,2-a]quinazoline derivatives via a three-component condensation

    , Article Synthetic Communications ; Volume 41, Issue 3 , Jan , 2011 , Pages 426-435 ; 00397911 (ISSN) Ahmadi, S. J ; Hosseinpour, M ; Sadjadi, S ; Sharif University of Technology
    2011
    Abstract
    A simple, efficient, and practical procedure for the synthesis of imidazo[1,2-a]quinoline and quinolino[1,2-a]quinazoline derivatives using CuO nanoparticles as a novel catalyst in excellent yields is described. The catalyst can be recovered conveniently and reused at least four times without any loss of activity  

    Facile and green one-pot synthesis of fluorophore chromeno[4,3-b]quinolin-6-one derivatives catalyzed by halloysite nanoclay under solvent-free conditions

    , Article ChemistrySelect ; Volume 4, Issue 8 , 2019 , Pages 2301-2306 ; 23656549 (ISSN) Ataee Kachouei, T ; Nasr Esfahani, M ; Baltork, I. M ; Mirkhani, V ; Moghadam, M ; Tangestaninejad, S ; Kia, R ; Sharif University of Technology
    Wiley-Blackwell  2019
    Abstract
    In this study, we demonstrated a straightforward method for the easy access of chromeno[4,3-b]quinolin-6-ones via a one-pot three-component reaction of 4-hydroxycoumarin, aldehydes and aryl amines in the presence of halloysite nanoclay as an eco-friendly, inexpensive and green heterogeneous catalyst under solvent-free conditions. Moreover, symmetric and unsymmetric bis-chromeno[4,3-b]quinolin-6-ones were obtained from dialdehyde or diamines in good yields by this method. To date, this is the first report on the synthesis of symmetric and unsymmetric bis-chromeno[4,3-b]quinolin-6-ones via such a one-pot, multicomponent reaction. Some prepared chromeno[4,3-b]quinolin-6-ones displayed as... 

    Novel one-pot synthesis of functionalized quinolines from isocyanides, aniline, and acetylene dicarboxylate via cu-catalyzed intramolecular C─H activation reactions

    , Article Journal of Heterocyclic Chemistry ; Volume 56, Issue 4 , 2019 , Pages 1254-1259 ; 0022152X (ISSN) Nematpour, M ; Rezaee, E ; Jahani, M ; Tabatabai, S. A ; Sharif University of Technology
    HeteroCorporation  2019
    Abstract
    The one-pot synthesis of a novel class of substituted quinoline derivatives with good yields is achieved via the Cu-catalyzed intramolecular C─H activation reaction between isocyanides, aniline, and acetylene dicarboxylate in MeCN at room temperature. The existence of one-pot conditions, availability of a starting material-catalyst, the absence of column chromatography, and a high yield of products are among the advantages of this method. The structures are confirmed spectroscopically (1H NMR and 13C NMR, IR, and EI-MS) and through elemental analyses  

    New pyridinium-based ionic liquid as an excellent solvent-catalyst system for the one-pot three-component synthesis of 2,3-disubstituted quinolines

    , Article ACS Combinatorial Science ; Vol. 16, Issue. 3 , 2014 , Pages 93-100 ; ISSN: 21568952 Anvar, S ; Mohammadpoor-Baltork, I ; Tangestaninejad, S ; Moghadam, M ; Mirkhani, V ; Khosropour, A. R ; Landarani Isfahani, A ; Kia, R ; Sharif University of Technology
    Abstract
    The synthesis of a variety of 2,3-disubstituted quinolines has been achieved successfully via a one-pot three-component reaction of arylamines, arylaldehydes and aliphatic aldehydes in the presence of butylpyridinium tetrachloroindate(III), [bpy][InCl4], ionic liquid as a green catalyst and solvent. Mild conditions with excellent conversions, and simple product isolation procedure are noteworthy advantages of this method. The recyclability of the ionic liquid makes this protocol environmentally benign  

    Synthesis of eight-membered hydroquinolines related to alkaloid skeletons via addition of 4-hydroxycoumarin or 4-hydroxypyran-2-one to quinolinium salts

    , Article Tetrahedron ; Volume 66, Issue 21 , Jan , 2010 , Pages 3678-3681 ; 00404020 (ISSN) Matloubi Moghaddam, F ; Mirjafary, Z ; Saeidian, H ; Taheri, S ; Soltanzadeh, B ; Sharif University of Technology
    2010
    Abstract
    A new one-pot synthesis of hitherto unknown polyheterocyclic systems via tandem C-alkylation and intramolecular O-alkylation of 4-hydroxycoumarin or 4-hydroxypyran-2-one with quinolinium salts in excellent yields (71-89%) is reported. The present approach provides a powerful route into polycyclic structures containing nitrogen and oxygen related to alkaloids  

    A new and convenient approach to heterotetracyclic benzoxazocines through addition of 1,3-dicarbonyl compounds to quinolinium salts

    , Article Tetrahedron Letters ; Volume 51, Issue 20 , April , 2010 , Pages 2704-2707 ; 00404039 (ISSN) Matloubi Moghaddam, F ; Mirjafary, Z ; Saeidian, H ; Taheri, S ; Khodabakhshi, M. R ; Sharif University of Technology
    2010
    Abstract
    The synthesis of a series of benzoxazocines has been achieved in good yields by tandem C-alkylation and intramolecular O-alkylation of 1,3-dicarbonyl compounds with quinolinium salts. This is a novel example of the synthesis of eight-membered rings via a tandem process, which provides a method for the synthesis of medium-ring heterocycles  

    Facile entry to polycyclic indolylhydroquinoline skeletons via tandem C-alkylation and intramolecular S-alkylation

    , Article Tetrahedron ; Volume 66, Issue 1 , 2010 , Pages 134-138 ; 00404020 (ISSN) Matloubi Moghaddam, F ; Mirjafary, Z ; Saeidian, H ; Taheri, S ; Doulabi, M ; Kiamehr, M ; Sharif University of Technology
    Abstract
    An efficient, single step synthesis of hitherto unknown indole-annulated pentacyclic indolylhydroquinolines via tandem C-alkylation and intramolecular S-alkylation of indolin-2-thiones with N-alkylquinolinium salts in excellent yields (83-95%) is reported. This facile approach provides a powerful entry into polycyclic structures containing nitrogen and sulfur related to alkaloids. The structure of the product was determined by Röntgen crystal structure analysis  

    Identification of an aspidospermine derivative from borage extract as an anti-amyloid compound: A possible link between protein aggregation and antimalarial drugs

    , Article Phytochemistry ; Volume 140 , 2017 , Pages 134-140 ; 00319422 (ISSN) Kalhor, H. R ; Ashrafian, H ; Sharif University of Technology
    Elsevier Ltd  2017
    Abstract
    A number of human diseases, including Alzheimer's and Parkinson's have been linked to amyloid formation. To search for an anti-amyloidogenic product, alkaloid enriched extract from borage leaves was examined for anti-amyloidogenic activity using Hen Egg White Lysozyme (HEWL) as a model protein. After isolation of the plant extract using rHPLC, only one fraction indicated a significant bioactivity. TEM analysis confirmed a remarkable reduction of amyloid fibrils in the presence of the bioactive fraction. To identify the effective substance in the fraction, mass spectrometry, FTIR, and NMR were performed. Our analyses determined that the bioactive compound as... 

    A facile synthesis of bridged polycyclic naphthooxazocine skeletons: Eight-membered-ring constructions via tandem dinucleophilic addition of naphthalenols to quinolinium salts

    , Article Helvetica Chimica Acta ; Volume 94, Issue 1 , 2011 , Pages 142-147 ; 0018019X (ISSN) Matloubi Moghaddam, F ; Taheri, S ; Mirjafary, Z ; Saeidian, H ; Kiamehr, M ; Tafazzoli, M ; Sharif University of Technology
    2011
    Abstract
    The efficient synthesis of bridged polycyclic naphthooxazocines 3 via addition of naphthalenols 1 as a bis-nucleophile to N-alkylquinolinium salts 2 is described (Scheme 1 and Table 2). This new approach provides a powerful entry into polycyclic structures containing bicyclic N,O-acetals related to bioactive compounds  

    Two-dimensional model of melt flows and interface instability in aluminum reduction cells

    , Article Light Metals 2008, New Orleans, LA, 9 March 2008 through 13 March 2008 ; 2008 , Pages 443-448 ; 01470809 (ISSN); 9780873397100 (ISBN) Kadkhodabeigi, M ; Sharif University of Technology
    2008
    Abstract
    We derive a new non-linear two dimensional model for melt flows and interface instability in aluminum reduction cells. This model is based on non-linear de St. Venant shallow water equations and contains the main features of an aluminum reduction cell. In this model we consider linear friction terms but in a new way that has not been considered in previous works. Our results are in good agreement with the results of simulation of viscous flow. This model is applicable both in determination of melt flows in molten aluminum and cryolite layers and also in finding the extreme limit for stability of interfacial waves in an aluminum reduction cell