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Synlett 1997; 1997(12): 1363-1366
DOI: 10.1055/s-1997-1039
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3-Aryl-2-Unsubstituted Indoles through the Palladium-Catalysed Reaction of o-Ethynyltrifluoroacetanilide with Aryl Iodides

Sandro Cacchi1 , Giancarlo Fabrizi2 , Fabio Marinelli3 , Leonardo Moro2 , Paola Pace2
  • 1Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università “La Sapienza”, P.le A. Moro 5, 00185 Roma, Italy, Fax: +39 (6) 4991.2780; e-mail: cacchi@axrma.uniroma1.it
  • 2Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università “La Sapienza”, P.le A. Moro 5, 00185 Roma, Italy
  • 3Dipartimento di Chimica, Ing.Chimica e Materiali, Via Vetoio - 67100 L’Aquila (Italy)
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Publikationsdatum:
31. Dezember 2000 (online)

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The reaction of the readily available o-ethynyltrifluoroacetanilide with aryl iodides in the presence of catalytic amounts of Pd2dba3, an excess of K2CO3, in DMSO at 40 °C affords 2-unsubstituted-3-arylindoles in good yield. Subjection of o-ethynyltrifluoroacetanilide to the same reaction conditions in the absence of aryl iodides gives rise to the formation of indole in high yield.

indoles - palladium catalysis - cyclization - aryl iodides