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Synthesis 2010(16): 2804-2810  
DOI: 10.1055/s-0030-1258147
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of New [2,3′:6′,3′′]Terpyridines Using Iterative Cross-Coupling Reactions

Grégory Burzicki, Anne Sophie Voisin-Chiret, Jana Sopková-de Oliveira Santos, Sylvain Rault*
Université de Caen Basse-Normandie, U.F.R. des Sciences Pharmaceutiques, Centre d’Etudes et de Recherche sur le Médicament de Normandie, UPRES EA-4258, FR CNRS INC3M, Boulevard Becquerel, 14032 Caen Cedex, France
Fax: +33(2)31566803; e-Mail: sylvain.rault@unicaen.fr;
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Publication History

Received 19 March 2010
Publication Date:
02 July 2010 (online)

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Abstract

An efficient, regioselective, and global route to prepare terpyridines is described. A predictable strategy was developed, which is based on iterative cross-coupling reactions between bifunctional pyridylboronic acids as promising platforms and halobipyridines as key intermediates.

Key words

boron - cross-coupling - palladium - pyridines - regio­selectivity

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19

Compound VII is commercially available, but its synthesis is unknown in the literature.