α‐Trifluoromethyl Substituted α‐Hydroxyhydrazides as Dianionic Ligands Enable Cu‐Catalyzed Aryl Amination With Higher Turnovers
Abstract
The α-trifluoromethyl-substituted α-hydroxy-hydrazides function as highly efficient ligands for copper-catalyzed coupling reactions between (hetero)aryl halides (Cl, Br) and amines. With (hetero)aryl chlorides, only 1 mol% of the catalyst is required to achieve complete conversion at 130°C. For (hetero)aryl bromides, the reaction proceeds efficiently at room temperature with just 0.5 mol% catalyst loading and can reach nearly 10,000 turnovers when heated to 90°C. These turnover numbers represent the highest reported to date for copper-catalyzed amination of (hetero)aryl halides (Cl, Br). The method is applicable to both primary and secondary amines, as well as a wide range of (hetero)aryl halides, delivering diverse (hetero)aryl amines in good to excellent yields.
Fields of Study & Subjects
Catalytic Cross-Coupling Reactions
Catalytic C–H Functionalization Methods
Fluorine in Organic Chemistry
Publication details
- Journal / source
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Volume
- 65
- Issue
- 16
- Pages
- e4978376–e4978376
- Publication date
- 1 March 2026
- Language
- EN