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Reactions of 1-aryl(alkyl)-3-ethoxalyl-5,6,7,8-tetrafluoro-1,4-dihydrocinnolin(quinolin)-4-ones with aromatic dinucleophiles

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Abstract

The title compounds react with o-phenylenediamine and o-aminophenol at the ethoxalyl fragment to form heteryl-substituted quinoxalones and benzooxazinones, respectively. o-Aminobenzenethiol acts as both an S-nucleophile replacing the F atom and an N-nucleophile replacing the carbonyl group in the ethoxalyl fragment. Under more drastic conditions, cyclization proceeds to form benzothiazinones.

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References

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Authors and Affiliations

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

    A. S. Fokin, Ya. V. Burgart, O. V. Ryzhkov & V. I. Saloutin

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  1. A. S. Fokin
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  2. Ya. V. Burgart
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  3. O. V. Ryzhkov
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  4. V. I. Saloutin
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Fokin, A.S., Burgart, Y.V., Ryzhkov, O.V. et al. Reactions of 1-aryl(alkyl)-3-ethoxalyl-5,6,7,8-tetrafluoro-1,4-dihydrocinnolin(quinolin)-4-ones with aromatic dinucleophiles. Russian Chemical Bulletin 50, 689–692 (2001). https://doi.org/10.1023/A:1011325215083

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  • DOI: https://doi.org/10.1023/A:1011325215083

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