Synthesis of 2-Oxo-4-quinolines Using One-pot Reaction for Novel Flavonoid Derivatives

  • Park, Myung-Sook (College of Pharmacy, Duksung Women's University) ;
  • Kim, Nan-Young (Department of Chemistry, Duksung Women's University) ;
  • Park, Hae-Sun (Department of Chemistry, Duksung Women's University) ;
  • Kim, Ju-Hee (Department of Chemistry, Duksung Women's University) ;
  • Lee, Jae-in (Department of Chemistry, Duksung Women's University)
  • Published : 2003.10.01

Abstract

We report the synthesis of 3,4-dihydro-2-oxo-4-quinolines 5a-e for the development novel flavonoid derivatives with potential antiinflammatory activity and propose a mechanism of the one-pot reaction. The various amines (la-e) for this work were commercially available. We isolated that ester (2a-e) were formed by nucleophilic attraction using ethyl benzoylacetate. The C-N bond formation proceeded at refluxing in toluene with catalytic amount of p-toluenesulfonic acid and a removal of water and ethanol was important in this reaction. (omitted)

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