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Synthesis of fluorine-containing 6,7-dihydrobenzisoxazolones from 2-(fluorobenzoyl)cyclohexane-1,3-diones and their methyl enol ethers

Regioisomeric fluorine-containing 6,7-dihydro-1,2-benzisoxazol-4(5Н)-ones and 6,7-dihydro-2,1-benzisoxazol-4(5Н)-ones were prepared by reactions of 2-(fluorobenzoyl)cyclohexane-1,3-diones or their methyl enol ethers with hydroxylamine.

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This study received financial support from the Belarusian Republican Foundation for Fundamental Research (grant Kh16K-037).

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Correspondence to Tat’yana S. Khlebnikova.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(11), 1254–1260

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Khlebnikova, T.S., Piveń, Y.A., Isakova, V.G. et al. Synthesis of fluorine-containing 6,7-dihydrobenzisoxazolones from 2-(fluorobenzoyl)cyclohexane-1,3-diones and their methyl enol ethers. Chem Heterocycl Comp 53, 1254–1260 (2017). https://doi.org/10.1007/s10593-018-2198-x

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Keywords

  • 2-(fluorobenzoyl)cyclohexane-1,3-diones
  • 3-(fluorophenyl)-6,7-dihydrobenzisoxazolones
  • hydroxylamine hydrochloride
  • methyl enol ethers
  • cyclocondensation
  • nucleophilic vinylogous substitution