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Synthesis 1994; 1994(6): 605-608
DOI: 10.1055/s-1994-25532
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The Reaction of Meldrum's Acid and Its Derivatives with Conjugated Azoalkenes: A Convenient Route to 1-Amino-1H-pyrrol-2(3H)-ones

Antonio Arcadi* , Orazio A. Attanasi, Zhiyuan Liao, Franco Serra-Zanetti
  • *Istituto di Chimica Organica della Facoltà di Scienze, Università di Urbino, Piazza della Repubblica 13, I-61029 Urbino, Italy
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Publication Date:
17 September 2002 (online)

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The reaction of Meldrum's acid and its 5-substituted derivatives with conjugated azoalkenes in the presence of triethylamine produces, via 1,4-conjugate addition, corresponding hydrazones which undergo decarboxylative alcoholysis and simultaneous cyclization to give 3-unsubstituted and 3-monosubstituted 1-amino-1H-pyrrol-2-(3H)-ones respectively.