Regioselectivity of fluorine substitution by alkoxides on unsymmetrical difluoroarenes
Fiche publication
Date publication
juillet 2008
Auteurs
Membres identifiés du Cancéropôle Est :
Dr DESAUBRY Laurent
Tous les auteurs :
Dirr R, Anthaume C, Desaubry L
Lien Pubmed
Résumé
An efficient approach to unsymmetrical halogenated resorcinol diethers has been developed. This synthesis consists of two subsequent nucleophilic aromatic substitutions (SNAr) of unsymmetrical difluoroarenes by alkoxides. The novelty of this approach is its control of regioselectivity during the first SNAr, which occurs at room temperature. Interestingly, the reactivity of competing fluorines was correlated to their chemical shift in F-19 NMR. (c) 2008 Elsevier Ltd. All rights reserved.
Référence
Tetrahedron Lett. 2008 Jul 28;49(31):4588-90