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Synthesis 2006(1): 103-106  
DOI: 10.1055/s-2005-918433
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Original Trifluoromethylated 6-Aryl-pyridazines Fused with Thiazolidine or 1,2,4-Triazole

Cédric Bruléa, Jean-Philippe Bouillon1, Eric Nicolaïb, Charles Portella*a
a Laboratoire ‘Réactions Sélectives et Applications’ associé au CNRS (UMR 6519), Université de Reims Champagne-Ardenne, Faculté des Sciences, B.P. 1039, 51687 Reims Cedex 2, France
b CEREP S.A., 128 rue Danton, B.P. 50601, 92506 Rueil-Malmaison Cedex, France
Fax: +33(3)26913166; e-Mail: charles.portella@univ-reims.fr;
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Publication History

Received 15 June 2005
Publication Date:
27 October 2005 (online)

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Abstract

An efficient synthesis of original 8-trifluoromethyl-7H-thiazolo[3,2-b]- and 1,2,4-triazolo[4,3-b]pyridazines is described. Starting from the 4-trifluoromethyl-4,5-dihydropyridazin-3-one, the methodology involves a five-membered ring closure, based on the reaction of a bis(electrophilic) reagent with an exocyclic heteroatom linked to position 3 and the endocyclic nitrogen at position 2 of the pyridazine nucleus.

Key words

fluorine - nitrogen heterocycles - pyridazine derivatives - thiazolo[3,2-b]pyridazine - 1,2,4-triazolo[4,3-b]pyridazine

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Current address: Laboratoire Synthèse et Chromatographie, SMS-EA 3233, Université de Rouen, IRCOF, 76821 Mont St-Aignan Cedex, France.