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Synthesis, Properties, and Reactions of 5-Substituted Derivatives of 2,3-Diphenylquinoxaline [1]

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Summary.

Catalytic hydrogenation of 5-nitro-2,3-diphenylquinoxaline led to the corresponding amine which, in turn, afforded products of nucleophilic substitution on reaction with alkoxymethylene derivatives. Thermal cyclization of selected alkoxymethylene derivatives yielded substituted pyridoquinoxalines. The conditions for successful hydrolysis of ester, decarboxylation of the acid, following chlorination of pyridone and reductive removal of the chlorine atom from it to produce parental heterocycle 2,3-diphenyl-pyrido[2,3-f]quinoxaline were found. All of the tested products of the nucleophilic substitution showed no antibacterial activity.

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Authors and Affiliations

  1. Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, SK-812, 37-Bratislava, Slovakia

    Jozef Saloň, Viktor Milata & Miloslav Chudík

  2. Central laboratory of Chemical Technique, Faculty of Chemical Technology, Slovak Technical University, SK-812, 37-Bratislava, Slovakia

    Nadežda Prónayová & Ján Leško

  3. Institute of Cells Biology, Faculty of Natural Sciences of the Comenius University, SK-811, 07 Bratislava, Slovakia

    Milan Seman & Anna Belicová

Authors
  1. Jozef Saloň
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  2. Viktor Milata
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  3. Miloslav Chudík
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  4. Nadežda Prónayová
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  5. Ján Leško
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  6. Milan Seman
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  7. Anna Belicová
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Corresponding author

Correspondence to Viktor Milata.

Additional information

Dedicated to Prof. Dr. M. Uher on the occasion of his 65th birthday

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Saloň, J., Milata, V., Chudík, M. et al. Synthesis, Properties, and Reactions of 5-Substituted Derivatives of 2,3-Diphenylquinoxaline [1]. Monatshefte für Chemie 135, 283–291 (2004). https://doi.org/10.1007/s00706-003-0058-5

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  • DOI: https://doi.org/10.1007/s00706-003-0058-5

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