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Synthesis 2009(18): 3150-3156  
DOI: 10.1055/s-0029-1216905
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Efficient Microwave-Assisted Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions in 5-Nitroimidazole Series

Maxime D. Crozet, Laura Zink, Vincent Remusat, Christophe Curti, Patrice Vanelle*
Laboratoire de Pharmaco-Chimie Radicalaire, LPCR, Faculté de Pharmacie, Universités d’Aix-Marseille I, II, III - CNRS, UMR 6264: Laboratoire Chimie Provence, 27 Bd Jean Moulin, 13385 Marseille Cedex 05, France
Fax: +33(4)91794677; e-Mail: patrice.vanelle@pharmacie.univ-mrs.fr;
Further Information

Publication History

Received 6 May 2009
Publication Date:
14 July 2009 (online)

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Abstract

A new simple, rapid and high yielding synthesis (mean yield = 83%) of various 4-aryl, 4-heteroaryl, and 4-styryl-1,2-di­methyl-5-nitro-1H-imidazoles by palladium-catalyzed Suzuki-Miyaura cross-coupling reactions using microwave irradiation is described.

Key words

cross-coupling - 5-nitroimidazoles - palladium - Suzuki reaction - arylations

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Detailed X-ray crystallographic data are available from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2, 1EZ, UK; fax: +44 (1223)336033; email: deposit@ccdc.cam.ac.uk. (compound 20: CCDC # 704224 and compound 21: CCDC # 716232). These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.