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

✍ Scribed by Pascal P Cellier; Jean-Francis Spindler; Marc Taillefer; Henri-Jean Cristau

• Book ID: 104254354
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 234 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)01789-1

✦ Synopsis

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.