Letters in Organic Chemistry

Author(s): Ferenc Miklos, Pal Sohar, Antal Csampai, Reijo Sillanpaa and Geza Stajer

DOI: 10.2174/157017809787893136

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Preparation and Structures of Isoindolone- or Pyrimidone-Condensed Heterocycles Containing a Hydroxy Group on a Cyclohexane or Norbornane Moiety

Page: [252 - 257] Pages: 6

  • * (Excluding Mailing and Handling)

Abstract

With DL-valinol, 3-amino-1-propanol and o-aminothiophenol, aroyl(bi/tri)cyclic lactones 1 and 2 were cyclized to isoindole- 4-6, 8, 9, pyrimidinone- 10 or thiazepine- 7 condensed heterocycles. The ketal lactone 3 furnished the benzthiazoloisoindole 9 and mixtures of epimeric hydroxyphthalazinoquinazolinones 11 and 12. The structures were established by means of 1H and 13C NMR spectroscopy and in some cases by X-ray crystallography.

Keywords: Cycloalkane lactones, Isoindolones, 1,3-oxazines, Thiazoles, Stereostructure, NMR, X-ray