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Synlett 1998; 1998(4): 446-448
DOI: 10.1055/s-1998-1656
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Ethyl N-(o-Ethynyl)malonanilide as a Useful Building Block for the Preparation of 3,4-Disubstituted-2(1H)-quinolones, 3,4-Disubstituted- and 2,3,4-Trisubstituted Quinolines

Antonio Arcadi* , Sandro Cacchi, Giancarlo Fabrizi, Fedele Manna, Paola Pace
  • *Dipartimento di Chimica, Ing. Chimica e Materiali, Via Vetoio, 67100 L'Aquila, Italy; Fax + 39(6)4991.2780; E-mail: cacchi@axrma.uniroma1.it
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Publication Date:
31 December 2000 (online)

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3,4-Disubstituted-2(1H)-quinolones have been prepared through a procedure based on the palladium-catalysed reaction of the readily available ethyl-N-(o-ethynyl)malonanilide with aryl, heteroaryl and vinyl halides or vinyl triflates followed by the cyclization of the resulting coupling derivatives under basic conditions. It is shown that 3,4-disubstituted-2(1H)-quinolones are useful synthetic intermediates for the preparation of 3,4-disubstituted- and 2,3,4-trisubstituted quinolines.

quinolones - quinolines - palladium catalysis - coupling

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