Copper-catalyzed generation of nitrogen-centered radicals and reactions thereof

Nitrogen-centered radicals are reactive intermediates that can function in the formation of new C-N bonds or enable the formation of other bonds through their ability to abstract hydrogen atoms to generate carbon radical intermediates. Methods for the generation of nitrogen-centered radicals have traditionally involved application of radical initiators and propagators such as peroxides, AIBN and tin hydrides. More recently, approaches to nitrogen-centered radicals involving copper catalysis have been developed. In the transformations summarized herein, the copper catalyst either oxidizes or reduces the nitrogen-centered radical precursor. Some of these methods have been developed as catalytic enantioselective using chiral copper complexes.