a Laboratoire de Chimie Organique, ENSCM (UMR 5076), 8 rue de l'Ecole Normale, 34296 Montpellier cedex 5, France b RHODIA Organique Fine, Centre de Recherches de Lyon, 85 avenue des Frères Perret, BP 62, 69192 Saint-Fons Cedex, France
Abstract:
Treatment of aryl and heteroaryl halides with catalytic amounts of Pd/C in the presence of hydrazine hydrochloride in basic medium (sodium hydroxide or sodium t-butylate) at room temperature leads to the corresponding hydrodehalogenation products with high selectivity. Aryl iodides, bromides, chlorides and fluorides can be reduced using this reagent combination. The reduction is compatible with various electron-donating or electron-withdrawing groups.