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Synthesis of 2-substituted oxazoloquinazolinones

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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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.

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Authors and Affiliations

  1. Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga, LV-1006, Latvia

    Olga Bobiļeva & Einārs Loža

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  1. Olga Bobiļeva
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  2. Einārs Loža
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Correspondence to Olga Bobiļeva.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(11), 1070–1074

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Bobiļeva, O., Loža, E. Synthesis of 2-substituted oxazoloquinazolinones. Chem Heterocycl Comp 54, 1070–1074 (2018). https://doi.org/10.1007/s10593-018-2394-8

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  • DOI: https://doi.org/10.1007/s10593-018-2394-8

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