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Synlett 2006(19): 3185-3204  
DOI: 10.1055/s-2006-951528
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalysed Cross-Coupling Reactions on Pyridazine Moieties

Susheel Naraa, Jean Martineza, Camille-Georges Wermuthb, Isabelle Parrot*a
a Laboratoire des Aminoacides, Peptides et Protéines, UMR 5810 CNRS-Université Montpellier 1 et 2, Pl. Eugène Bataillon, 34095 Montpellier Cedex 5, France
Fax: +33(4)67144866; e-Mail: isabelle.parrot@univ-montp2.fr;
b Prestwick Chemical Inc., Boulevard Gonthier d’Andernach Parc d’Innovation, 67400 Illkirch, France
Further Information

Publication History

Received 9 March 2006
Publication Date:
23 November 2006 (online)

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Abstract

This Account focuses on the palladium-catalysed cross-coupling reactions of pyridazines. The pyridazine moiety is of significant importance in the pharmaceutical as well as the agrochemical field. Synthetic transformations on this moiety, to yield several diverse analogues for a wide array of applications, have received a considerable boost with the advent of palladium-catalysed cross-coupling reactions. These reactions facilitate the direct introduction of suitable groups on the pyridazine nucleus via carbon-carbon or carbon-heteroatom bond formations. This Account presents a brief account of the inherent advantages of palladium chemistry on this moiety followed by seminal work and subsequent developments on this topic.

  • 1 Introduction

  • 2 Carbon-Carbon Bond Formation Reactions

  • 2.1 Suzuki Reaction

  • 2.2 Stille Reaction

  • 2.3 Sonogashira Reaction

  • 2.4 Heck-Type Reaction

  • 2.5 Other Palladium-Catalysed Carbon-Carbon Bond
    Formation Reactions on the Pyridazine Nucleus

  • 3 Carbon-Heteroatom Bond Formation Reactions

  • 3.1 Buchwald-Hartwig Amination

  • 4 Conclusion

Key words

pyridazines - pyridazinones - palladium - cross-coupling reactions

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