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Synthesis 2010(4): 593-600  
DOI: 10.1055/s-0029-1218613
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of New Diversely Linked Biquinoline Derivatives by Multicomponent Imino-Diels-Alder Cycloaddition and Intramolecular Friedel-Crafts Cyclization

Luis Astudillo Saavedra*a, Gabriel Vallejos C.a, Vladimir V. Kouznetsov*b, Margarita Gutierrez C.a, Carlos Mario Meléndez Gómezb, Leonor Y. Vargas Méndezc, John Hervin Bermúdez Jaimesb
a Laboratorio de Síntesis Orgánica, Instituto de Química de Recursos Naturales, Universidad de Talca, Casilla 747, Talca, Chile
Fax: +56(71)200448; e-Mail: lastudi@utalca.cl;
b Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, A.A. 678, Bucaramanga, Colombia
Fax: +57(76)349069; e-Mail: kouznet@uis.edu.co;
c Laboratorio Química Orgánica Ambiental, Universidad Santo Tomas, A.A. 1076, Bucaramanga, Colombia
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Publication History

Received 28 September 2009
Publication Date:
16 December 2009 (online)

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Abstract

New and efficient routes for diversely linked 2,6′-, 2,7′-, 2,2′-, or 2,8′-biquinoline derivatives are reported. These routes are based on the powerful methodologies of imino-Diels-Alder cycloaddition reactions and intramolecular Friedel-Crafts cyclization reactions.

Key words

biquinoline derivatives - imino-Diels-Alder reactions - cycloadditions - intramolecular Friedel-Crafts reaction - cyclizations