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Synthesis 2009(10): 1689-1693
DOI: 10.1055/s-0028-1088070
DOI: 10.1055/s-0028-1088070
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A Novel One-Pot, Three-Component Synthesis of 5-Imino-2,3,5,8-tetrahydropyrazolo[1,2-a]pyridazin-1-one Derivatives
Weitere Informationen
Publikationsverlauf
Received
28 October 2008
Publikationsdatum:
27. April 2009 (online)


Abstract
It was found that the zwitterionic intermediate obtained from the addition of isocyanides to dimethyl acetylenedicarboxylate could react with 1,3-dipolar compounds under mild conditions to produce 5-imino-2,3,5,8-tetrahydropyrazolo[1,2-a]pyridazin-1-one derivatives in high yields. A plausible mechanism was also discussed for this process.
Key words
isocyanide - dimethyl acetylenedicarboxylate - multicomponent reactions - 1,3-dipolar compounds - 5-imino-2,3,5,8-tetrahydropyrazolo[1,2-a]pyridazin-1-one