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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 11, pp 1070–1074 | Cite as

Synthesis of 2-substituted oxazoloquinazolinones

  • Olga BobiļevaEmail author
  • Einārs Loža
Article
  • 43 Downloads

The reaction of methyl 2-isothiocyanatobenzoate and 1-azido-3-(4-substituted phenyl)propan-2-ones in the presence of triphenyl phosphine in dioxane by heating produced tricyclic (Z)-2-(4-substituted benzylidene)-2,3-dihydro-5H-oxazolo[2,3-b]quinazolin-5-ones instead of the expected methyl 2-{[5-(4-substituted benzyl)oxazol-2-yl]amino}benzoates. A one-pot procedure for the synthesis of 2-substituted 5H-oxazolo[2,3-b]quinazolin-5-ones from appropriate azidomethyl ketones and 2-isothiocyanatobenzoate was developed.

Keywords

2-aminooxazole α-azido ketone isothiocyanate oxazoloquinazolinone cyclocondensation 

Notes

Financial support from the internal grant of the Latvian Institute of Organic Synthesis is acknowledged. We thank Dr. phys. Anatoly Mishnev for performing X-ray analysis.

Supplementary material

10593_2018_2394_MOESM1_ESM.pdf (4.7 mb)
ESM 1 (PDF 4778 kb)

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Latvian Institute of Organic SynthesisRigaLatvia

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