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Reactivity of asymmetric benzo-condensed diazines with nitrilimine dipoles in the 1,3-dipolar cycloaddition reactions
Authors:Antonino Lauria  Annalisa Guarcello  Gabriella Macaluso  Anna Maria Almerico
Affiliation:a Dipartimento Farmacochimico, Tossicologico e Biologico Università di Palermo, Via Archirafi 32, 90123 Palermo, Italy
b Dipartimento di Chimica Organica ‘E. Paternò’, Università di Palermo, Viale delle Scienze, Parco d’Orleans II, 90128 Palermo, Italy
Abstract:The reactivity of asymmetric benzo-condensed diazines in the 1,3-dipolar cycloaddition reactions with nitrilimines was investigated. The results demonstrated that, at variance with the symmetric quinoxaline, a certain grade of diastereoselectivity emerged. Moreover in the case of the 5-methylquinoxaline and quinazoline a mono-cycloadduct was obtained.
Keywords:1,3-Dipolar cycloaddition reactions   Diazines   Nitrilimine dipoles   Diastereoselectivity
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