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Synthesis and Transamination of Enaminones: Derivatives of 1-Phenyl-4-(phenylhydroxymethylidene)-pyrrolidine-2,3,5-trione

Synthese und Transaminierung von Enaminonen: Derivative des 1-Phenyl-4-(phenylhydroxymethyliden)-pyrrolidin-2,3,5-trions

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Summary.

 The reaction of 1-phenyl-4-(phenylhydroxymethylidene)-pyrrolidine-2,3,5-trione with difunctional bases (α-,β-,γ-amino acid derivatives or aminoethanol) leads to a mixture of tautomeric Schiff bases and enaminones. Some of the products easily undergo transamination at their enaminone moiety.

Zusammenfassung.

 Die Reaktion von 1-Phenyl-4-(phenylhydroxymethyliden)pyrrolidin-2,3,5-trions mit difunktionellen Basen (α-,β-γ-Aminosäurederivativen oder Aminoethanol) führt zu einem Gemisch der tautomeren Schiffschen Basen und Enaminone. Einige dieser Verbindungen werden leicht am Enaminonfragment transaminiert.

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Authors and Affiliations

  1.  Department of Organic Chemistry, Jagiellonian University, PL-30060 Kraków, Poland, PL

    Katarzyna Ostrowska

  2.  Regional Laboratory of Physicochemical Analyses and Structural Research, PL-30060 Kraków, Poland, PL

    Maryla Ciechanowicz-Rutkowska

  3.  Centro del C.N.R. per lo Studio delle Relazioni tra Struttura e Reattivita Chimica, Dipartmento di Chimica Fisica ed Elettrochimica, Università di Milano, I-20133 Milano, Italy, IT

    Tulio Pilati

  4.  Collegium Medicum UJ, Department of Pharmacy, PL-30688 Kraków, Poland, PL

    Grzegorz Zżuchowski

Authors
  1. Katarzyna Ostrowska
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  2. Maryla Ciechanowicz-Rutkowska
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  3. Tulio Pilati
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  4. Grzegorz Zżuchowski
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Additional information

Received July 14, 1998. Accepted (revised) October 12, 1998.

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Ostrowska, K., Ciechanowicz-Rutkowska, M., Pilati, T. et al. Synthesis and Transamination of Enaminones: Derivatives of 1-Phenyl-4-(phenylhydroxymethylidene)-pyrrolidine-2,3,5-trione. Monatshefte fuer Chemie 130, 555–562 (1999). https://doi.org/10.1007/PL00010234

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  • DOI: https://doi.org/10.1007/PL00010234

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