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Kathodische Reduktion von 2-Azido-2,4-pentadien-1-onen Elektrolytische Untersuchungen an Vinylaziden, 9. Mitt.

Electrolytic investigations of 2-azido-2,4-pentadien-1-ones

  • Organische Chemie Und Biochemie
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Abstract

Cathodic reduction of 2-azido-2,4-pentadien-1-ones under slightly protic conditions result in aminodienones, whereas under acetylating conditions only the methyl-N,N-diacetylaminoadienoates could be prepared in reasonable yields. The low reduction potential of the N,N-diacetylaminodienones leads to a mixture of by-products. The N,N-diacetylaminodienoates were studied as a model of the reduction of the azidodienes at higher reduction potentials. Dimerisation, reduction of the double-bonds and elimination of the N,N-diacetylamino group are possible reactions. The mechanism of reduction under acetylating conditions is discussed.

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Author notes

  1. Dierk Knittel

    Present address: Deutsches Textilforschungszentrum, Frankenring 2, D-4150, Krefeld, Bundesrepublik Deutschland

Authors and Affiliations

  1. Institut für physikalische Chemie, Universität Hamburg, D-2000, Hamburg 13, Bundesrepublik Deutschland

    Bernd Geist & Dierk Knittel

Authors
  1. Bernd Geist
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  2. Dierk Knittel
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Geist, B., Knittel, D. Kathodische Reduktion von 2-Azido-2,4-pentadien-1-onen Elektrolytische Untersuchungen an Vinylaziden, 9. Mitt.. Monatsh Chem 119, 571–581 (1988). https://doi.org/10.1007/BF00809209

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  • DOI: https://doi.org/10.1007/BF00809209

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