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    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 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  

    Diastereoselective construction of a functionalized dihydro-pyridazine-based spirooxindole scaffold: Via C-3 umpolung of isatin N, N ′-cyclic azomethine imine

    , Article New Journal of Chemistry ; Volume 43, Issue 26 , 2019 , Pages 10318-10323 ; 11440546 (ISSN) Matloubi Moghaddam, F ; Eslami, M ; Siahpoosh, A ; Hoda, G ; Sharif University of Technology
    Royal Society of Chemistry  2019
    Abstract
    Herein, functionalized spiro[indoline-3,5′-pyrazolo[1,2-a]pyridazine]-7′-carbonitrile containing two contiguous chiral stereocenters was efficiently synthesized in a satisfactory yield (up to 91% yield) and with excellent diastereoselectivity. We have reached this satisfactory yield by DABCO-catalyzed [3+3] annulation reactions of an isatin N,N′-cyclic azomethine imine 1,3-dipole with a Knoevenagel intermediate in dichloromethane (DCM) as solvent at ambient temperature; this was an entirely new strategy for creating one quaternary stereogenic center at the position-3 of an oxindole structure using an abnormal tandem Michael addition, N-cyclization, and a unique approach via the azomethine... 

    Diastereoselective construction of a functionalized dihydro-pyridazine-based spirooxindole scaffold: via C-3 umpolung of isatin N, N ′-cyclic azomethine imine

    , Article New Journal of Chemistry ; Volume 43, Issue 26 , 2019 , Pages 10318-10323 ; 11440546 (ISSN) Matloubi Moghaddam, F ; Eslami, M ; Siahpoosh, A ; Hoda, G ; Sharif University of Technology
    Royal Society of Chemistry  2019
    Abstract
    Herein, functionalized spiro[indoline-3,5′-pyrazolo[1,2-a]pyridazine]-7′-carbonitrile containing two contiguous chiral stereocenters was efficiently synthesized in a satisfactory yield (up to 91% yield) and with excellent diastereoselectivity. We have reached this satisfactory yield by DABCO-catalyzed [3+3] annulation reactions of an isatin N,N′-cyclic azomethine imine 1,3-dipole with a Knoevenagel intermediate in dichloromethane (DCM) as solvent at ambient temperature; this was an entirely new strategy for creating one quaternary stereogenic center at the position-3 of an oxindole structure using an abnormal tandem Michael addition, N-cyclization, and a unique approach via the azomethine...