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Synthesis 1995; 1995(8): 920-922
DOI: 10.1055/s-1995-4041
short paper
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New Trifluoromethylated Pyridazines by Reductive Cyclization of Vinyldiazomethanes Bearing a Carbonyl Group

Michel Guillaume* , Zdenek Janousek, Heinz G. Viehe
  • *Laboratoire de Chimie Organique, Université catholique de Louvain, B-1348 Louvain-la-Neuve, Belgium, Fax +32(14)602841
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Publikationsdatum:
31. Dezember 2000 (online)

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The synthesis of new vinyldiazomethanes from ethyl 2-diazo-4,4,4-trifluoroacetoacetate and Wittig or Horner-Emmons-Wadsworth (HEW) reagents is described. Vinyldiazomethanes which have a double bond bearing a carbonyl group undergo reductive cyclization in the presence of triphenylphosphine providing a new route to the pyridazine chemistry.

α-diazo-β-dicarbonyl compounds - Wittig reaction - Horner-Emmons-Wadsworth reaction - phosphazines - pyridazines