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      https://www.ias.ac.in/article/fulltext/jcsc/132/0076

    • Keywords

       

      1,3-Dipolar cycloaddition; Endo-Selectivity; Dispiro-bis-oxindoles; HOMO-LUMO interaction

    • Abstract

       

      An efficient, atom economical, one-pot synthesis of endo'- selective (dispiro 3,2¢-pyrrolidinyl) bisoxindole containing three contiguous chiral stereocenters with two contiguous quaternary spirostereo centers have been achieved by three-component reaction of isatins, malononitrile (cyanoacetic ester) and 1,3-dicarbonyl compounds in water in the presence of L-proline. One-pot, azomethine ylide cycloaddition with a dipolarophile without using any catalyst have also been achieved in good yields. This new methodology offers many advantages of catalyst-free, mild reaction conditions, shorter reaction time, environmental friendliness, regio- and stereoselective processes in higher yields

    • Author Affiliations

       

      PANNEERSELVAM YUVARAJ1 HUIDROM BIRKUMAR SINGH1 ARUN PRASATH LINGAM KANDAPALAM2 DEVARAJAN KATHIRVELAN3 SANKARANARAYANAN NAGARAJAN4

      1. CSIR-North East Institute of Science and Technology, Branch Laboratory, Imphal, Manipur 795004, India
      2. Department of Chemistry, Kamaraj College, Thoothukudi, Tamil Nadu 628003, India
      3. Department of Chemistry, Indian Institute of Technology-Hyderabad, Kandi, Telangana 502285, India
      4. Department of Chemistry, National Institute of Technology Manipur, Imphal 795004, India

    • Dates

       
      Published
      20 June 2020
      Manuscript received
      15 November 2019
      Manuscript revised
      6 January 2020
      Accepted
      9 January 2020

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