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    A one-pot multicomponent synthesis of polysubstituted thiophenes via the reactions of an isocyanide, α-haloketones, and β-ketodithioesters in water

    , Article Tetrahedron Letters ; Vol. 55, Issue. 6 , 5 February , 2014 , pp. 1251-1254 ; ISSN: 00404039 Matloubi Moghaddam, F ; Khodabakhshi, M. R ; Latifkar, A ; Sharif University of Technology
    Abstract
    An efficient synthesis of polysubstituted thiophene derivatives is achieved via the multicomponent reaction of β-ketodithioesters, α-haloketones, and cyclohexylisocyanide in aqueous medium  

    An efficient one-pot synthesis of tri-substituted thiophenes via a multicomponent reaction in water

    , Article Journal of Sulfur Chemistry ; Volume 31, Issue 5 , May , 2010 , Pages 387-393 ; 17415993 (ISSN) Matloubi Moghaddam, F ; Rezanejade Bardajee, G ; Dolabi, M ; Sharif University of Technology
    2010
    Abstract
    An efficient one-pot synthesis of functionalized trisubstituted thiophenes via the reaction of 3-morpholino-3-thioxopropanenitrile, cyclohexyl isocyanide and -haloketones is reported. This method provides a straightforward route to a variety of highly substituted thiophenes not easily accessible by conventional methods  

    Catalyst-Free three-component synthesis of spirobenzimidazolidines bearing an indole scaffold

    , Article Synlett ; Volume 29, Issue 17 , 2018 , Pages 2301-2305 ; 09365214 (ISSN) Matloubi Moghaddam, F ; Moafi, A ; Zamani, Z ; Daneshfar, M ; Sharif University of Technology
    Georg Thieme Verlag  2018
    Abstract
    An efficient catalyst-free one-pot three-component reaction was developed for the synthesis of a new family of N- A nd S-containing spirocyclic compounds. Various derivatives of spirobenzimidazolidine containing an indole scaffold were synthesized for the first time in a modestly toxic solvent and under mild reaction conditions. The reaction times were of the order of several minutes, and all the products were obtained in moderate to high yields (overall yields 58-80%). © Georg Thieme Verlag Stuttgart New York  

    Calixarene based ionic liquid as an efficient and reusable catalyst for one-pot multicomponent synthesis of polysubstituted pyridines and BIS-pyridines

    , Article ChemistrySelect ; Volume 4, Issue 19 , 2019 , Pages 5903-5910 ; 23656549 (ISSN) Alishahi, N ; Mohammadpoor Baltork, I ; Tangestaninejad, S ; Mirkhani, V ; Moghadam, M ; Kia, R ; Sharif University of Technology
    Wiley-Blackwell  2019
    Abstract
    In this work, a calixarene based ionic liquid was successfully prepared and characterized by different techniques. This ionic liquid was used as an efficient catalyst for the synthesis of a series of polysubstituted pyridines from aldehydes, malononitrile, 1,3-diketones and arylamines in water as a green solvent. Also, for the first time, symmetric and unsymmetric polysubstituted bis-pyridines were obtained in high yields from diamines using this catalyst. Mild reaction conditions, high to excellent yields, easy work-up, excellent activity and reusability of the catalyst are the key features of this method which make it an interesting and novel alternative for the synthesis of the above... 

    Synthesis of Highly Substituted Pyrrole and A-pyrone Derivatives using ZnO Nano Catalyst

    , M.Sc. Thesis Sharif University of Technology Motamen, Sara (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    Herein, we report an efficient one-pot four-component reaction of commercially available 1,3-dicarbonyl compounds, aromatic aldehydes, amines, and nitromethane in the presence of ZnO nanoparticles, which leads to highly substituted pyrroles in moderate to good yields. A mild and efficient tandem process for the synthesis of highly substituted α-pyrones starting from 2-arylacetic acid of high com-mercial availability has been developed. The synthesis is based on the Knoevenagel condensation of 1,3-cyclohexadiones to various β-keto-Esters, followed by lactonization in the presence of 20 mol% ZnO as a nanocatalyst. Moderate to high yields, easily available and less expensive starting materials... 

    Preparation and Application of NiFe2O4 Nanoparticles in the Synthesis of Pyrroles and Sonogashira Reaction

    , M.Sc. Thesis Sharif University of Technology Rezvani, Hamid Reza (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    In the first chapter, high substituted pyrrole derivaitives were synthesized through a one pot four compounent reaction using carbonyl and amin compounds at the presence of magnetic nanoparticles of superparamagnetic ferrospinel NiFe2O4nanoparticles as catalyst.In the second chapter, NiFe2O4magnetic nanoparticles were employed in the Sonogashira reactions using phenyl acetylene as coupling partner with different types of aryle and alkyl halides in water as a green solvent. The results of these reactions were considered comprehensively  

    Immobilization of Pd Nanoparticles on Functionalized SBA-15 and a Robust Mesoporous Catalyst for Reduction and Oxidation Reactions and Synthesis of Tetrasubstituted Pyrroles Via Multicomponent Reactions

    , M.Sc. Thesis Sharif University of Technology Kalvani, Pedram (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    In first part Mesoporous silica (SBA-15) was synthesized by template synthesis method and the surface of SBA-15 was functionalized with 3-glycidoxypropyltrimethoxysilane and 5-Phenyl-1H-tetrazole. Palladium nanoparticles were immobilized on the aforementioned mesoporous support. Characterization of catalyst regarding to its structure, morphology and other parameters was investigated by physiochemical analysis such as XRD, SEM, TEM, and TGA. This heterogeneous catalyst has high capability in reduction of nitrobenzenes and selective oxidation of primary alcohols which respectively gain aminoarenes and benzaldehydes in high yields. Reduction and oxidation reactions are done in water as a green... 

    A Five-Component Reaction for the Synthesis of New Benzylidenemalononitrile Derivatives Using Ultrasound Irradiation

    , M.Sc. Thesis Sharif University of Technology Chamani, Fatemeh (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    Nowadays, using one-pot multicomponent reactions in the synthesis of organic and natural compounds has attracted a lot of attention due to their ideal synthetic features. These types of reactions play an important role in synthetic chemistry by reducing reaction steps, costs, wastes, and by-products and increasing the reaction efficiency as an efficient method. The issue that led to this project was the development of a novel procedure for developing synthetic methods for the synthesis of thioxo-pyrrolidine 3-carbutamide compounds. In this study, the first Mumm rearrangement was performed by using dithiocarbamates by applying ultrasonic irradiation. The reaction was investigated in methanol... 

    Synthesis of Rhodanine-Oxindole Derivatives by Using Multi-Component Reactions in Green Solvent

    , M.Sc. Thesis Sharif University of Technology Jalalinik, Mahbod (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    Nowadays, heterocyclic compounds have become extremely important in various industries, especially the pharmaceutical industry.In this project, an efficient and environmentally friendly path is presented to synthesize numerous rhodanine-oxindole derivatives in polyethylene Glycol in one pot-four components procedure. This pathway doesn't need harsh reaction conditions such as high temperature, long time, catalysts, complicated separation steps, toxic solvents, etc. all products have been made under green strategy with high yield.
     

    Synthesis of Dihydrobenzo Chromen Via One-pot Multicomponent Reactions

    , M.Sc. Thesis Sharif University of Technology Mohammadzadeh Dezag, Hamid (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    An efficient one-pot procedure is described for the synthesis of derivatives of 3,4-Dihydrochromen-2-ones under solvent-free and metal-free conditions via a pseudo-four-component domino reaction of acetic anhydride, aryl aldehydes, glycine-based dithiocarbamates, and phenols/naphthols. All products were made under green strategy with high yields

     

    Synthesis and Characterization of some Heterocyclic Compounds Containing Nitrogen Using Oxindole Intermediate Skeleton

    , Ph.D. Dissertation Sharif University of Technology Moafi, Atiyeh (Author) ; Matloubi Moghadam, Firouz (Supervisor)
    Abstract
    In the first part of this thesis provided an efficient and easy method for the synthesis of 3-alkylidin-2-oxindoles containing tetrahydropyrazine structure in the absence of catalysts under green conditions. The oxindole unit represents an important structural motif found in natural products and biologically relevant compounds. On the other hand, pyrazines are important and well-known compounds found in nature and many medicinal compounds. According to the aforementioned, it seems that the oxindole compounds containing the pyrazine rings exhibit high biological activity.In the second chapter of this thesis, an efficient study to synthesize thiopyrano [2,3-b] quinoline containing indole... 

    Synthesis and Application of Transition Metal Spinels (Cu, Ni, Co, Pd and Fe) as a Catalyst in Organic Reactions

    , Ph.D. Dissertation Sharif University of Technology Daneshfar, Maryam (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    In the first section, due to the important role of nanocatalysts in different fields of chemistry, magnetic metal ferrite nanoparticles were synthesized. Ferrite nanoparticles were synthesized using co-precipitation method and were characterized. Then, these nanoparticles were applied as catalyst system for one-pot β-ketophosphonates and thiophosphate synthesis.This is a green and efficient route for S-P and C-P bond construction using copper ferrite nanoparticles as catalyst. The application of a highly active recyclable heterogeneous nanocopper ferrite catalyst for the oxyphosphorylation reaction of various alkenes was conducted under ligand-free conditions, in acetonitrile as solvent at... 

    New Methods for the Synthesis of N,S‑Heterocycles and Dithiocarbamates Using Amine Derivatives and CS2

    , Ph.D. Dissertation Sharif University of Technology Goudarzi, Mehri (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    In the first section, a novel and efficient multicomponent reaction for the synthesis of polysubstituted pyrrolidine derivatives is described under catalyst-free conditions using unltrasonic irradiation. The reactions were performed via a one-pot four-component condensation of secondary amines, carbon disulfide, isocyanides, and gem-dicyano olefins at room temperature to afford polysubstituted pyrrolidines diastereoselectively in 56-96% yields. This is the first report of Mumm-type rearrangement with dithiocarbamates followed by intramolecular cyclization which lead to the preparation of the key structure of pyrrolidine.In the second section, an efficient and unprecedented green protocol... 

    Water dispersed magnetic nanoparticles (H2O-DMNPs) of γ-Fe2O3 for multicomponent coupling reactions: A green, single-pot technique for the synthesis of tetrahydro-4H-chromenes and hexahydroquinoline carboxylates

    , Article Tetrahedron Letters ; Volume 54, Issue 26 , 2013 , Pages 3344-3347 ; 00404039 (ISSN) Rostamnia, S ; Nuri, A ; Xin, H ; Pourjavadi, A ; Hosseini, S. H ; Sharif University of Technology
    2013
    Abstract
    Water dispersed magnetic nanoparticles (DMNPs) of γ-Fe 2O3 represent a simple and green catalyst for the rapid three-component synthesis of tetrahydro-4H-chromene and hexahydroquinoline carboxylate skeletons via single-pot domino Knoevenagel-Michael-cyclization reactions  

    Regio- and diastereoselective synthesis of novel polycyclic pyrrolo[2,1- a]isoquinolines bearing indeno[1,2- b]quinoxaline moieties by a three-component [3+2]-cycloaddition reaction

    , Article Synlett ; Volume 31, Issue 3 , 2020 , Pages 267-271 Matloubi Moghaddam, F ; Moafi, A ; Jafari, B ; Vilinger, A ; Langer, P ; Sharif University of Technology
    Georg Thieme Verlag  2020
    Abstract
    A regio- and diastereoselective synthesis of 2,3-dihydro-10b′ H -spiro[indeno[1,2- b ]quinoxaline-11,1′-pyrrolo[2,1- a ]isoquinoline]-2′,3′-diylbis(phenylmethanone) derivatives containing four contiguous chiral stereocenters was achieved through 1,3-dipolar cycloaddition of isoquinolinium N -ylides in a one-pot three-component reaction. The desired products were obtained in short reaction times and in moderate to high yields (up to 92%) under relatively mild reaction conditions. The structure and relative stereochemistry of the desired product was confirmed by X-ray diffraction analysis. © 2020 Georg Thieme Verlag. All rights reserved  

    Efficient synthesis of novel coumarin-3-carboxamides (=2-oxo-2h-1- benzopyran-3-carboxamides) containing lipophilic spacers

    , Article Helvetica Chimica Acta ; Volume 95, Issue 3 , 2012 , Pages 528-535 ; 0018019X (ISSN) Balalaie, S ; Bigdeli, M. A ; Sheikhhosseini, E ; Habibi, A ; Moghadam, H. P ; Naderi, M ; Sharif University of Technology
    Abstract
    The novel coumarin-3-carboxamides (=2-oxo-2H-1-benzopyran-3-carboxamides) 5a-5g containing lipophilic spacers were synthesized through the Ugi-four-component reaction (Scheme 1). The reactions of aromatic aldehydes 1, 4,4'-oxybis[benzenamine] or 4,4'-methylenebis[benzenamine] as diamine 2, coumarin-3-carboxylic acid (=2-oxo-2H-benzopyran-3-carboxylic acid; 3), and alkyl isocyanides 4 lead to the desired substituted coumarin-3-carboxamides 5a-5g at room temperature with high bond-forming efficiency. These novel coumarin derivatives exhibit brilliant fluorescence at 544 nm in CHCl 3  

    One-pot synthesis of dispiro[oxindole-3,3′-pyrrolidines] by three-component [3+2] cycloadditions of in situ-generated azomethine ylides with 3-benzylidene-2,3-dihydro-1H-indol-2-ones

    , Article Helvetica Chimica Acta ; Volume 96, Issue 11 , 2013 , Pages 2103-2114 ; 0018019X (ISSN) Matloubia Moghaddam, F ; Kiamehr, M ; Reza Khodabakhshi, M ; Jebeli Javan, M ; Fathi, S ; Villinger, A ; Iaroshenko, V. O ; Langer, P ; Sharif University of Technology
    2013
    Abstract
    An efficient one-pot, three-component synthesis of novel dispiro[oxindole-3,3′-pyrrolidines] by 1,3-dipolar cycloaddition of azomethine ylides, in situ generated by reaction of 1,2-diones with sarcosine and subsequent decarboxylation, with a series of (E)-3-benzylidene-2,3-dihydro- 1H-indol-2-ones is reported. Molecular complexity is generated in only one synthetic step. All reactions proceed with excellent regioselectivity and in good-to-excellent yields. The workup is easy, the reaction times are short, and no catalyst is required. © 2013 Verlag Helvetica Chimica Acta AG, Zürich