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

Abstract

Abstract 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, electrophilic amination of stable organoboron and organosilicon compounds, aminoboration/hydroamination of alkenes, and their applications to the synthesis of functionality-rich alkylamines are shown. The reaction design, concept, and substrate scope are briefly summarized.

Topics & Concepts