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■ Syntheses with Nitriles LXX: Condensation Products of Dimeric Malononitrile Derivatives with 2,4-Diketones and Their Application for the Synthesis of Substituted 1,6-Naphtyridines

Gerald Koitz, Burkhard Thierrichter, and Hans Junek

*Institüt für Organische Chemie, Abteilung für Angewandte Organische, Karl-Franzens-Universität, A-8010 Granz, Germany

Abstract

Reaction of 2-amino-1,1,3-tricyanopropene 1a and methyl 3-amino-2,4-dicyanocrotonate 1b with 2,4-diketones 2a-c leads to the substituted 1,2-dihydropyridines 3a-d in good yields. The cyclisation of the resulting 1,3-dicarbonitrile system 3a in basic od acidic medium is explored. Structure proof of the resulting isomeric substituted 1,6-naphtyridines 4,5a,b is provided by spectroscopical means.