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5,6,7,8-Tetrafluoro-4-hydroxycoumarin derivatives in reactions with o-phenylenediamine

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Abstract

The reactions of 5,6,7,8-tetrafluoro-4-hydroxycoumarin derivatives with o-phenylenediamine occur with pyrone heterocycle cleavage and formation of substituted benzodiazepin-2-ones. 5,6,7,8-Tetrafluoro-4-hydroxycoumarin affords 4-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one, 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin produces 3-(3,4,5,6-tetrafluoro-2-hydroxybenzoyl)-4-methyl-1,2-dihydro-1H-1,5-benzodiazepin-2-one, and 3-acetyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin yields both these heterocycles.

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Authors and Affiliations

  1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy Sciences, 20 ul. S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation, Russia

    Ya. V. Burgart, K. V. Shcherbakov, V. I. Saloutin & O. N. Chupakhin

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  1. Ya. V. Burgart
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  2. K. V. Shcherbakov
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  3. V. I. Saloutin
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  4. O. N. Chupakhin
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Burgart, Y.V., Shcherbakov, K.V., Saloutin, V.I. et al. 5,6,7,8-Tetrafluoro-4-hydroxycoumarin derivatives in reactions with o-phenylenediamine. Russian Chemical Bulletin 53, 1237–1239 (2004). https://doi.org/10.1023/B:RUCB.0000042279.90135.73

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  • DOI: https://doi.org/10.1023/B:RUCB.0000042279.90135.73

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