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Synthesis 2011(24): 4084-4090  
DOI: 10.1055/s-0031-1289589
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Concise One-Pot Approach to the Synthesis of 4-(1H-Indol-3-yl)quinolines

Antonio Arcadia, Marco Chiarinib, Fabio Marinelli*a, Silvia Picchinia
a Dipartimento di Chimica, Ingegneria Chimica e Materiali, Università dell’Aquila, via Vetoio, 67100 L’Aquila, Italy
Fax: +39(862)433753; e-Mail: fabio.marinelli@univaq.it;
b Dipartimento di Scienze degli Alimenti, Università degli Studi di Teramo, Via Carlo Lerici 1, Mosciano Sant’Angelo, 64023 Teramo, Italy
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Publication History

Received 24 August 2011
Publication Date:
03 November 2011 (online)

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Abstract

An operationally simple procedure, involving conjugate addition of NaI to β-(2-aminophenyl)-α,β-ynones/cyclization/Pd-catalyzed reaction with 2-alkynyl-trifluoroacetanilides, afforded 4-(1H-indol-3-yl)quinolines. The whole process was carried out in the same flask, without any intermediate work-up and using ethanol as solvent.

Key words

annulation - palladium - quinolines - indoles - heterocycles - one-pot reaction

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