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    Pyridinium salts - Versatile reagents for the regioselective synthesis of functionalized thiazocino[2,3-b]indoles by tandem dinucleophilic reactions of thiooxindoles

    , Article Tetrahedron ; Volume 68, Issue 47 , 2012 , Pages 9685-9693 ; 00404020 (ISSN) Kiamehr, M ; Moghaddam, F. M ; Gormay, P. V ; Semeniuchenko, V ; Villinger, A ; Langer, P ; Iaroshenko, V. O ; Sharif University of Technology
    2012
    Abstract
    The reaction of thiooxindoles with various 2- and 3-substituted pyridinium salts afforded a variety of functionalized thiazocinoindoles. The products have been prepared in good to excellent yields by regioselective dinucleophilic C/S-cyclocondensation of thiooxindoles with pyridinium salts  

    A convenient synthesis of 3-formyl-2-thioacetamide-indole derivatives via the one-pot reaction of indolin-2-thiones, isocyanides and chloroacetylchloride

    , Article Tetrahedron Letters ; Volume 56, Issue 52 , 2015 , Pages 7190-7192 ; 00404039 (ISSN) Kiamehr, M ; Matloubi Moghaddamb, F ; Sadeghi Erami, M ; Sharif University of Technology
    Abstract
    An efficient method has been developed to construct 3-formyl-2-thioacetamide-indoles via a one-pot, two-step procedure involving condensation of isocyanides with indolin-2-thiones to give a 3-aminomethylene-indolin-2-thione intermediate, followed by regioselective reaction with chloroacetylchloride and subsequent hydrolysis  

    The stereoselective synthesis of tetrahydrothiopyrano[2,3-b]indole skeletons via tandem reaction of indoline-2-thiones to Baylis-Hillman adduct acetates

    , Article Tetrahedron ; Volume 69, Issue 38 , September , 2013 , Pages 8169-8173 ; 00404020 (ISSN) Moghaddam, F. M ; Foroushani, B. K ; Sobhani, M ; Masoud, N ; Khodabakhshi, M. R ; Weng, N. S ; Sharif University of Technology
    2013
    Abstract
    Indoline-2-thiones (5) were applied as 1,3-dinucleophiles in a tandem reaction with Baylis-Hillman adduct acetates (4) to give novel tetrahydrothiopyrano[2,3-b]indole skeletons (6). The effect of different solvents, bases, and catalysts on the yields and stereochemical outcome was studied in detail. The results indicated that acetonitrile as solvent and K 2CO3 as base, under reflux conditions, were the optimum conditions. Products 6a-6l were obtained in high diastereoselectivity and yield (up to 94%)  

    Facile synthesis of thiochromeno[2,3-b]indol-11(6H)-ones and pyrido[3′,2′:5,6]thiopyrano[2,3-b]indol-5(10H)-ones

    , Article Tetrahedron Letters ; Volume 54, Issue 37 , 2013 , Pages 5018-5021 ; 00404039 (ISSN) Kiamehr, M ; Moghaddam, F. M ; Semeniuchenko, V ; Villinger, A ; Langer, P ; Iaroshenko, V. O ; Sharif University of Technology
    2013
    Abstract
    Indole-2(3H)thiones were cyclized under the action of 2-fluorobenzoyl chlorides to give thiochromeno[2,3-b]indol-11(6H)-ones or under the action of 2-chloronicotinoyl chlorides to give pyrido[3′,2′:5,6]thiopyrano[2, 3-b]indol-5(10H)-ones. The reaction of cyclization proceeds regioselectively in DMF and does not require transition metals for completion. Obtained heterocycles are isosteric analogues of various tetracyclic indole derived alkaloids  

    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  

    Synthesis of novel polycyclic indole-annulated thiopyranocoumarin derivatives via domino Knoevenagel-hetero-Diels-Alder reaction in aqueous media

    , Article Helvetica Chimica Acta ; Volume 93, Issue 5 , 2010 , Pages 964-973 ; 0018019X (ISSN) Matloubi Moghaddam, F ; Kiamehr, M ; Taheri, S ; Mirjafary, Z ; Sharif University of Technology
    Abstract
    An efficient synthesis of polycyclic indole derivatives is achieved via domino Knoevenagel - hetero-Diels - Alder reaction of O-acrylated salicylaldehyde derivatives with dihydroindole-2-thiones in H2O as solvent. The products are formed in good-to-excellent yields with high regio- and stereoselectivity  

    A new and facile synthesis of thieno[2,3-b]indole derivatives via condensation of isocyanide and indolin-2-thiones

    , Article Synlett ; Issue 7 , 2009 , Pages 1047-1050 ; 09365214 (ISSN) Matloubi Moghaddam, F ; Saeidian, H ; Mirjafary, Z ; Taheri, S ; Kheirjou, S ; Sharif University of Technology
    2009
    Abstract
    A new one-pot synthesis of thieno[2,3-b]indole ring systems is described. Condensation of cyclohexyl isocyanide with indolin-2-thiones yielded 3-cyclohexyaminomethylene-indolin-2-thiones, which upon reaction with α-halocarbonyl compounds produced the title compounds. © Georg Thieme Verlag Stuttgart  

    An efficient ZnO-catalyzed synthesis of novel indole-annulated thiopyrano-chromene derivatives via Domino Knoevenagel-hetero-Diels-Alder reaction

    , Article Tetrahedron Letters ; Volume 50, Issue 48 , 2009 , Pages 6723-6727 ; 00404039 (ISSN) Kiamehr, M ; Matloubi Moghaddam, F ; Sharif University of Technology
    Abstract
    An efficient synthesis of pentacyclic indole derivatives is achieved via domino Knoevenagel-hetero-Diels-Alder reactions of indolin-2-thiones and O-propargylated salicylaldehyde derivatives in CH3CN in the presence of 10 mol % of ZnO as a heterogeneous catalyst. The products are formed in good to excellent yields  

    Synthesis of novel pentacyclic thiopyrano indole-annulated benzo-δ-sultone derivatives via a domino Knoevenagel-hetero-Diels-Alder reaction in water

    , Article Tetrahedron Letters ; Volume 54, Issue 21 , 2013 , Pages 2685-2689 ; 00404039 (ISSN) Moghaddam, F. M ; Khodabakhshi, M. R ; Kiamehr, M ; Ghahremannejad, Z ; Sharif University of Technology
    2013
    Abstract
    An efficient synthesis of novel pentacyclic thiopyrano indole-annulated benzo-δ-sultone derivatives is achieved via intramolecular domino Knoevenagel-hetero-Diels-Alder reaction of 2-formylphenyl (E)-2-phenylethenyl sulfonates and indoline-2-thiones in aqueous medium. The products are formed in good yields with high regio- and stereoselectivity  

    PH-Sensitive polydopamine–La (III) complex decorated on carbon nanofiber toward on-demand release functioning of epoxy anti-corrosion coating

    , Article Langmuir ; Volume 38, Issue 38 , 2022 , Pages 11707-11723 ; 07437463 (ISSN) Ghaderi, M ; Saadatabadi, A. R ; Mahdavian, M ; Haddadi, S. A ; Sharif University of Technology
    American Chemical Society  2022
    Abstract
    The high aspect ratio and unique thermal and electrical characteristics of carbon nanofiber (CNF) made it an ideal physical barrier against the penetration of corrosive ions. However, the poor compatibility of the CNF with the polymer matrix and the lack of active corrosion inhibitors are the key limitations of this nanomaterial, resulting in short-term anti-corrosion resistance. An intelligent self-healing epoxy (EP) coating, including CNF modified with a polydopamine (PDA)-La3+ complex, was successfully fabricated to overcome these issues. Electrochemical impedance spectroscopy (EIS) evaluation implied that mild steel (MS) submerged in a 3.5 wt % NaCl solution containing the CNF-PDA-La... 

    Review on alzheimer's disease: inhibition of amyloid beta and tau tangle formation

    , Article International Journal of Biological Macromolecules ; Volume 167 , 2021 , Pages 382-394 ; 01418130 (ISSN) Ashrafian, H ; Hadi Zadeh, E ; Hasan Khan, R ; Sharif University of Technology
    Elsevier B.V  2021
    Abstract
    It is reported that approximately 40 million people are suffering from dementia, globally. Dementia is a group of symptoms that affect neurons and cause some mental disorders, such as losing memory. Alzheimer's disease (AD) which is known as the most common cause of dementia, is one of the top medical care concerns across the world. Although the exact sources of the disease are not understood, is it believed that aggregation of amyloid-beta (Aβ) outside of neuron cells and tau aggregation or neurofibrillary tangles (NFTs) formation inside the cell may play crucial roles. In this paper, we are going to review studies that targeted inhibition of amyloid plaque and tau protein tangle formation,... 

    New entry to bridged pentacyclic indolyltetrahydroisoquinoline skeleton via tandem s-alkylation and intramolecular C-Alkylation

    , Article Synlett ; Issue 1 , 2010 , Pages 123-127 ; 09365214 (ISSN) Matloubi Moghaddam, F ; Taheri, S ; Mirjafary, Z ; Saeidian, H ; Sharif University of Technology
    2010
    Abstract
    An efficient, single-step synthesis of hitherto unknown indole-annulated pentacyclic indolylhydroisoquinolines via tandem S-alkylation and intramolecular C-alkylation of indolin-2-thiones with N-alkylisoquinolinium salts is reported. This new approach provides a powerful entry into polycyclic structures containing nitrogen and sulfur related to alkaloids  

    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