4.4 Article

Pd/C-catalyzed room-temperature hydrodehalogenation of aryl halides with hydrazine hydrochloride

Journal

TETRAHEDRON LETTERS
Volume 44, Issue 38, Pages 7191-7195

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(03)01789-1

Keywords

liquid-phase dehalogenation; palladium catalyst; heterogeneous catalysis; aryl halides; hydrazine

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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. (C) 2003 Published by Elsevier Ltd.

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