Metal-free Michael addition-initiated three-component reaction for the regioselective synthesis of highly functionalized pyridines: scope, mechanistic investigations and applications - Aix-Marseille Université Accéder directement au contenu
Article Dans Une Revue European Journal of Organic Chemistry Année : 2013

Metal-free Michael addition-initiated three-component reaction for the regioselective synthesis of highly functionalized pyridines: scope, mechanistic investigations and applications

Christophe Allais
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Jean Rodriguez
  • Fonction : Auteur
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Thierry Constantieux

Résumé

A metal-free and completely regioselective three-component synthesis of highly functionalized pyridines from 1,3-dicarbonyl derivatives and Michael acceptors has been achieved. Activated Michael acceptors, that is, β,γ-unsaturated α-oxo carbonyl derivatives, were utilized, allowing substitution at the 4-position and remarkable functional diversity at the 2-position of the pyridine ring. The scope and limitations of this environmentally friendly domino reaction are disclosed, with full experimental data, and the results of mechanistic investigations are discussed.

Dates et versions

hal-00861780 , version 1 (13-09-2013)

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Citer

Christophe Allais, Frédéric Liéby-Müller, Jean Rodriguez, Thierry Constantieux. Metal-free Michael addition-initiated three-component reaction for the regioselective synthesis of highly functionalized pyridines: scope, mechanistic investigations and applications. European Journal of Organic Chemistry, 2013, pp.4131-4145. ⟨10.1002/ejoc.201300246⟩. ⟨hal-00861780⟩
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