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Synthesis 1988; 1988(8): 632-635
DOI: 10.1055/s-1988-27661
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Ungewöhnliche Additions- und Cycloadditionsreaktionen von 2-Amino-3-cyanopyrrolen mit Acetylencarbonsäure-estern

Kurt Eger* , Gerd Folkers, Martina Frey, Werner Zimmermann, Gabriele Koop-Kirfel
  • *Pharmazeutisches Institut, Lehrstuhl Pharmazeutische Chemie der Universität, Auf der Morgenstelle 8, D-7400 Tübingen, Federal Republic of Germany
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Publication Date:
20 August 2002 (online)

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Unusual Addition and Cycloaddition Reactions of 2-Amino-3-cyanopyrroles with Dimethyl Acetylenedicarboxylate and Methyl Propynoate Amino group activated 4,5-dimethylpyrroles react with acetylenecarboxylate derivatives in a hitherto unknown manner. The formation of the 5-indolone derivatives 6a, b, c, e, g, h as main products depends on the solvent medium. The 1:2 addition product 3a shows an unusual reactivity yielding the isoindole derivative 4a and the isoquinoline derivative 5a.