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Synthesis of new fluorine-containing derivatives of quinoxaline 1,4-dioxides and condensed systems derived from them

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The Beirut reaction of 5,6-difluorobenzofuroxan with 1,3-diketones, β-ketoesters, and amides produces 6,7-difluoroquinoxaline 1,4-dioxides. The condensation of 2-ethoxycarbonyl-6,7-difluoro-3-methylquinoxaline 1,4-dioxide is studied. Fluorinated furo[3,4-b]- and pyrrolo[3,4-b]quinoxaline 4,9-dioxides are synthesized and further functionalized by nucleophilic substitution of fluorine and reduction of the N-O bond.

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Authors
  1. O. N. Chupakhin
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  2. S. K. Kotovskaya
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  3. N. M. Perova
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  4. Z. M. Baskakova
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  5. V. N. Charushin
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Additional information

Dedicated to Professor Henk van der Plas on his 70th birthday.

Ural's State Technical University, Ekaterinburg 62002, Russia; e-mail: azine@htf.rcupi.e-burg.su. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 520–531, April, 1999.

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Chupakhin, O.N., Kotovskaya, S.K., Perova, N.M. et al. Synthesis of new fluorine-containing derivatives of quinoxaline 1,4-dioxides and condensed systems derived from them. Chem Heterocycl Compd 35, 459–469 (1999). https://doi.org/10.1007/BF02319335

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  • DOI: https://doi.org/10.1007/BF02319335

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