Abstract
In the presence of appropriate reagents, hetaryldieneamines were found to react with only one of their two double bonds. Reaction with aryldiazonium salts resulted in hydrazone2 while azodicarboxylic ester afforded substitution product3. In reactions with benzofuroxan and arylazides, hetaryldieneamines reacted as enamines to yield quinoxaline (4) andv-triazole derivatives (5), respectively.
Zusammenfassung
Mit entsprechenden Reagenzien traten Hetaryldienamine nur mit einer der zwei Doppelbindungen in Reaktion. Die Umsetzung mit Aryldiazoniumsalzen führte zum Hydrazon2, währen Azodicarbonsäureester das Substitutionsprodukt3 ergab. In Reaktionen mit Benzofuroxan und mit Arylaziden reagierten die Dienamine1 als Enamine und es entstanden Chinoxalin-(4) bzw. Triazolderivate (5).
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References
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Messmer, A., Hajós, G., Timári, G. et al. Novel reactions with hetaryldieneamines as activated olefins. Monatsh Chem 119, 1121–1124 (1988). https://doi.org/10.1007/BF00809264
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DOI: https://doi.org/10.1007/BF00809264