Jump to main content
Jump to site search

Issue 1, 2006
Previous Article Next Article

Iminophosphorane-mediated efficient synthesis of new tricyclic 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9-ones

Author affiliations

Abstract

The carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with hydrazine to give selectively 6-amino-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-ones 5. Compounds 5 were further transformed to iminophosphoranes 6 by reaction with triphenylphosphine, hexachloroethane and triethylamine. A tandem aza-Wittig reaction of iminophosphorane 6 with isocyanate or acyl chloride generated previously unreported 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9-ones 10 or 12 in satisfactory yield. X-ray structure analysis of 10g verified the proposed structure and the reaction selectivity.

Graphical abstract: Iminophosphorane-mediated efficient synthesis of new tricyclic 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9-ones

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Sep 2005, accepted on 08 Nov 2005 and first published on 28 Nov 2005


Article type: Paper
DOI: 10.1039/B513715B
Citation: Org. Biomol. Chem., 2006,4, 130-134
  •   Request permissions

    Iminophosphorane-mediated efficient synthesis of new tricyclic 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9-ones

    J. Zhao, C. Xie, S. Xu, M. Ding and W. Xiao, Org. Biomol. Chem., 2006, 4, 130
    DOI: 10.1039/B513715B

Search articles by author

Spotlight

Advertisements