Synthesis 2006(16): 2777-2783  
DOI: 10.1055/s-2006-942505
PAPER
© Georg Thieme Verlag Stuttgart · New York

Efficient Synthesis of New 8-Aryl Tricyclic Pyridinones

Caroline Castera-Ducros, Maxime D. Crozet, Patrice Vanelle*
Laboratoire de Chimie Organique Pharmaceutique, LCOP-UMR CNRS 6517, Faculté de Pharmacie, Université de La Méditerranée, 27 Boulevard Jean Moulin, 13385 Marseille Cedex 5, France
Fax: +33(4)91794677; e-Mail: patrice.vanelle@pharmacie.univ-mrs.fr;
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Publikationsverlauf

Received 31 March 2006
Publikationsdatum:
19. Juli 2006 (online)

Abstract

New tricyclic pyridinones were synthesized from 6-bromo-2-chloromethyl-3-nitroimidazo[1,2-a]pyridine in four steps involving a Suzuki-Miyaura cross-coupling reaction and a direct olefination with diethyl ketomalonate as key steps. Subsequent one-pot reduction-cyclization provided new ethyl 8-aryl-2-oxo-1,2-dihydrodipyrido[1,2-a;3′,2′-d]imidazole-3-carboxylates.