Visible light-mediated ring-ablative functionalization of oxazoles: oxidative azidation and demethylative amination.

Photochemical functionalization of alkoxyoxazoles with trimethylsilyl azide and N , N -dimethylanilines is described. These C-N bond forming reactions proceed with concomitant oxidative ring-opening assisted by organic dyes as photocatalyst and molecular oxygen, providing access to novel chemical space. Unusual demethylative C-N bond formation in the case of N , N -dimethylanilines establishes a new reactivity pattern for these precursors.