Synthesis of 2-aryl-1,2-dihydronaphtho[1,2-f][1,4]oxazepin-3(4H)-ones. Part I


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Bilgic S., Bilgic O., Bilgic M. O., Gunduz M., Karakoc N.

ARKIVOC, pp.185-192, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume:
  • Publication Date: 2009
  • Doi Number: 10.3998/ark.5550190.0010.d16
  • Journal Name: ARKIVOC
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.185-192
  • Eskisehir Osmangazi University Affiliated: Yes

Abstract

Oxazepines, which were synthesized in literature by means a variety of methods, are of great importance in heterocyclic chemistry along with biology and pharmacology. In this work we tried to synthesize naphthoxazepines by using a number of Schiff bases, which were synthesized from 2-hydroxy-1-napthaldehyde and anilines. The obtained imines were reduced to amines, acylated with chloroacetyl chloride and cyclised to give naphthoxazepinones in an overall yield of 20-49%. The identifications of the isolated and purified compounds were determined by IR, UV, H-1-NMR, C-13-NMR, mass spectra and elemental analysis.