Copper-Catalyzed Electrophilic Amination: An Umpolung Strategy for New C -N Bond Formations

The nitrogen atom is ubiquitous in bioactive molecules and functional materials, and the development of new C -N bond forming strategies is thus one of the long-standing research subjects in the synthetic community. This account describes the nitrogen-umpolung-enabled copper-catalyzed highly chemo-and stereoselective amination protocols developed by the author's research group. Starting from the C-H amination, elec-trophilic amination of stable organoboron and organosilicon compounds, aminoboration/hydroamination of alkenes, and their applications to the synthesis of functionality-rich alkyl -amines are shown. The reaction design, concept, and substrate scope are briefly summarized.

Automated summary

The development of new C-N bond forming strategies is crucial due to the importance of nitrogen atom in bioactive molecules and functional materials. This account presents the nitrogen-umpolung-enabled copper-catalyzed highly selective amination protocols developed by the author's research group. The application of these methods to the synthesis of alkyl-amines with rich functionality is demonstrated.