Blue Light-Induced 1,2-Aminochlorination of Olefins using Dichlorocarbamates

Activation of N,N-dichlorocarbamates with blue light facilitates a direct 1,2-aminochlorination of unactivated olefins to yield 1,2-chloro-N-Cl-carbamates under ambient conditions. Mechanistic studies suggest that N,N-dichlorocarbmates undergo a photochemical excitation to yield a neutral nitrogen-centered radical, which rapidly reacts with olefins in an anti-Markovnikov fashion. Using the method, a range of functionally diverse substrates are successfully aminochlorinated to yield the corresponding 1,2-chloro-N-Cl compounds.