Indium Trichloride Catalysed Imino Diels-Alder Reaction of Imesatins: A Facile Synthesis of Novel Spirooxindole 1H – pyrano[2,3-c ]quinolines

R.      Raghunathan; E.      Ramesh; E.      Elamparuthi

doi:10.2174/157017808783743948

Abstract

A novel method for the construction of spirooxindole via imino Diels-Alder reaction of in situ generated isatin imine with dihydropyran is reported. InCl3 efficiently catalyzes the reaction to afford cis- and trans-diastereisomers in fairly good yields.

Keywords: Indium chloride, imino Diels-Alder reaction, isatin, tetrahydroquinoline, spirooxindole

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Letters in Organic Chemistry

Title: Indium Trichloride Catalysed Imino Diels-Alder Reaction of Imesatins: A Facile Synthesis of Novel Spirooxindole 1H – pyrano[2,3-c ]quinolines

Volume: 5 Issue: 2

Author(s): R. Raghunathan, E. Ramesh and E. Elamparuthi

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Keywords: Indium chloride, imino Diels-Alder reaction, isatin, tetrahydroquinoline, spirooxindole

Abstract: A novel method for the construction of spirooxindole via imino Diels-Alder reaction of in situ generated isatin imine with dihydropyran is reported. InCl3 efficiently catalyzes the reaction to afford cis- and trans-diastereisomers in fairly good yields.

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Raghunathan R., Ramesh E. and Elamparuthi E., Indium Trichloride Catalysed Imino Diels-Alder Reaction of Imesatins: A Facile Synthesis of Novel Spirooxindole 1H – pyrano[2,3-c ]quinolines, Letters in Organic Chemistry 2008; 5 (2) . https://dx.doi.org/10.2174/157017808783743948