Visible-Light-Induced Photoaddition of -Nitrosoalkylamines to Alkenes: One-Pot Tandem Approach to 1,2-Diamination of Alkenes from Secondary Amines.

The generation of aminium radical cation species from -nitrosoamines is disclosed for the first time through visible-light excitation at 453 nm. The developed visible-light-promoted photoaddition reaction of -nitrosoamines to alkenes was combined with the -NQ-catalyzed aerobic oxidation protocol of amines to telescope the direct handling of harmful -nitroso compounds, where the desired α-amino oxime derivatives were obtained in a one-pot tandem N-nitrosation and photoaddition sequence.