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Synlett 1993; 1993(10): 743-744
DOI: 10.1055/s-1993-22592
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5-Alkyl-5-[2-(o-iodophenylcarbamoyl)vinyl] Derivatives of Meldrum's Acid as Substrates for the Intramolecular Heck Reaction: Application to the Synthesis of Carbazoles

Antonio Arcadi* , Sandro Cacchi, Fabio Marinelli, Paola Pace
  • *Istituto di Chimica Organica della Facoltà di Scienze, Università di Urbino, P.za della Repubblica 13, I-61020 Urbino, Italy
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Publication Date:
19 March 2002 (online)

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The palladium-catalyzed cyclization of 5-alkyl-5-[2-(o-iodophenylcarbamoyl)vinyl] derivatives of Meldrum's acid produces 3-alkylidene oxindoles containing the Meldrum's acid moiety. These compunds can be useful synthetic intermediates. An application to the synthesis of functionalized carbazoles through the intermediacy of 3,5,6-trisubstituted 2H-pyran-2-ones is reported.

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