Cyclization of hydrazones of 2-acetyl-1-naphthol and 1-acetyl-2-naphthol with triphosgene. Synthesis of Spiro naphthoxazine dimers

Molecules. 2009 Jun 12;14(6):2147-59. doi: 10.3390/molecules14062147.

Abstract

Cyclization of hydrazones derived from 2-acetyl-1-naphthol and 1-acetyl-2-naphthol with triphosgene gave naphtho[1,2-e]-1,3-oxazines, naphtho[2,1-e]-1,3-oxazines or their spiro dimers depending on the molar ratio of triphosgene used for the cyclization.

MeSH terms

  • Cyclization
  • Hydrazones / chemical synthesis*
  • Hydrazones / chemistry*
  • Molecular Structure
  • Naphthols / chemistry*
  • Phosgene / analogs & derivatives*
  • Phosgene / chemistry

Substances

  • Hydrazones
  • Naphthols
  • Phosgene
  • 1-naphthol
  • bis(trichloromethyl) carbonate
  • 2-naphthol