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Nitrogen's reactivity of various 3-alkoxypyrazoles

Abstract : Our current interest in the design of original chemical libraries featuring a pyrazole nucleus led us to focus on the chemistry of the 3-alkoxy-5-methylpyrazoles we have recently made readily available. With in mind the preparation of an array of the less accessible 1-arylpyrazol-3-ones, the present report describes the respective nitrogen's reactivity of various 3-alkoxypyrazoles toward arylation reaction, using arylboronic acids, as well as alkylation reactions using methyl iodide or benzylbromide. The structure assignments of the isomers obtained were achieved using long distance 15N-1H NMR correlation measurements or by the recourse to unambiguous synthetic pathways.
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https://hal-pasteur.archives-ouvertes.fr/pasteur-00370354
Contributor : Yves Janin <>
Submitted on : Tuesday, March 24, 2009 - 11:00:57 AM
Last modification on : Monday, May 25, 2020 - 11:28:02 PM

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Sandrine Guillou, Frédéric Bonhomme, Yves L. Janin. Nitrogen's reactivity of various 3-alkoxypyrazoles. Tetrahedron, Elsevier, 2009, 65 (13), pp.2660-2668. ⟨10.1016/j.tet.2009.01.099⟩. ⟨pasteur-00370354⟩

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