Visible light photoredox catalyzed inter- and intramolecular C-H functionalization reactions of tertiary amines have been developed. Oxygen was found to act as chemical switch to trigger two different reaction pathways and to obtain two different types of products from the same starting material. In the absence of oxygen, the intermolecular addition of N,N-dimethyl-anilines to electron-deficient alkenes provided γ-amino nitriles in good to high yields. In the presence of oxygen, a radical addition/cyclization reaction occurred which resulted in the formation of tetrahydroquinoline derivatives in good yields under mild reaction conditions. The intramolecular version of the radical addition led to the unexpected formation of indole-3-carboxaldehyde derivatives. Mechanistic investigations of this reaction cascade uncovered a new photoredox catalyzed C-C bond cleavage reaction.

A visible light mediated, carbon-phosphorus bond forming reaction has been developed. With the use of a readily available photoredox catalyst, α-amino phosphonates were obtained in good yields under mild reaction conditions.

An aerobic photocatalytic oxidative cyanation of tertiary amines providing valuable α-aminonitriles in good to excellent yields was developed. Mild reaction conditions and low catalyst loading are attractive features of the protocol.

A relay catalysis protocol for the functionalization of α-amino acids and dipeptides using a combination of visible-light photoredox and Lewis acid catalysis has been developed.

A new oxidative [3 + 2] cycloaddition of N-substituted hydroxylamines with alkenes was established under visible light photoredox catalysis. This novel protocol provides a rapid, mild, and efficient access to valuable five-membered ring isoxazolidine heterocycles in a concise fashion.