Now showing 1 - 3 of 3
  • Placeholder Image
    Publication
    Enantioselective Synthesis of 3-Amino-3’-carbazole Oxindole Derivatives via Friedel-Crafts Aminoalkylation Reaction
    (18-02-2022)
    Muthusamy, Subramaniam
    ;
    Kumarswamyreddy, Nandarapu
    ;
    Organocatalytic Friedel-Crafts aminoalkylation reaction is demonstrated in this study for the construction of biologically important hybrid molecular architectures of carbazole containing 3-amino oxindoles using bifunctional cinchonidine derived thiourea organocatalyst. The Friedel-Crafts functionalization of 4-hydroxy carbazole with isatin derived ketimines well performed with a wide range of substrates resulted in excellent yields (up to 95 %) and enantioselectivities (up to 99 % ee) of the desired products. A minimal catalyst loading (0.5 mol%) was utilized at ambient temperatures under mild reaction conditions.
  • Placeholder Image
    Publication
    Highly enantioselective alkylation of allyl acetates using tartrate-derived bioxazoline ligands
    (01-01-2014)
    Jayakumar, Samydurai
    ;
    Prakash, Muthuraj
    ;
    Balaraman, Kaluvu
    ;
    Tartrate-derived bioxazoline ligands, which form a five-membered chelate ring with metals, were evaluated for use in the asymmetric allylic alkylation (AAA) reactions of various symmetrical and unsymmetrical allyl acetates. Excellent enantioselectivities were achieved by using both symmetrical and unsymmetrical allyl acetates. Palladium(II)-catalyzed asymmetric allylic alkylation reactions of various symmetrical and unsymmetrical allyl acetates were achieved by using bioxazoline ligands, which were derived from tartaric acid, to give products with excellent enantioselectivity. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
  • Placeholder Image
    Publication
    Stereoselective and Regioselective Assembly of Spirooxindole [2,1-b]furan Motifs through a Tandem Friedel–Crafts Alkylation/5-exo-dig-Cyclization
    (01-11-2016)
    Kumarswamyreddy, Nandarapu
    ;
    3-Alkynyl-3-OBoc (Boc = tert-butoxycarbonyl) oxindole derivatives underwent a CuII-mediated stereo- and regioselective Friedel–Crafts alkylation/5-exo-dig-cyclization with 2-naphthols or cyclic 1,3-diketones. This gave spirooxindole [2,1-b]furan motifs in good to excellent yields under ambient conditions, and the process has a wide substrate scope.