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4,5-Diacylpyridazine: Synthese und Umsetzung zu 1,4-Diaryl- bzw. 1,4-Dialkyl-pyridazino [4,5—d]pyridazinen 8. Mitt. über pyridazine

4,5-diacylpyridazines: Synthesis and conversion to 1,4-diarylor 1,4-dialkyl-pyridazino[4,5-d]pyridazines(Pyridazines, VIII)

  • Organische Chemie und Biochemie
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Abstract

It is found that protonated pyridazine is attacked by nucleophilic acyl radicals not in the positions of lowest electron density (C-3, C-6) but in C-4 and C-5 yielding diacylpyridazines1 a-e. When acyl radicals bearing hydrogen in α-position to the carbonyl group are used, the diacylpyridazines are mainly converted to cyclopenta[d]pyridazines (e.g.2, 3, 4) by intramolecular aldol reactions. Compounds1 a-d are easily converted to 1,4-disubstituted pyridazino[4,5-d]pyridazines by condensation with semicarbazide or hydrazine respectively.

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Authors and Affiliations

  1. Pharmazeutisch-Chemisches Institut, Universität Wien, Währinger Straße 10, A-1090, Wien, Österreich

    Martina Braun, Günter Hanel &  Gottfried Heinisch

Authors
  1. Martina Braun
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  2. Günter Hanel
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  3. Gottfried Heinisch
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Auszugsweise vorgetragen bei den VÖCh-Chemietagen, Graz, Oktober 1977.

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Braun, M., Hanel, G. & Heinisch, G. 4,5-Diacylpyridazine: Synthese und Umsetzung zu 1,4-Diaryl- bzw. 1,4-Dialkyl-pyridazino [4,5—d]pyridazinen 8. Mitt. über pyridazine. Monatshefte für Chemie 109, 63–71 (1978). https://doi.org/10.1007/BF00911945

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  • DOI: https://doi.org/10.1007/BF00911945

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