Metal-free C-H amination of unactivated hydrocarbons with sulfonylimino-λ3-bromanes generated in situ from (diacetoxybromo)benzeneElectronic supplementary information (ESI) available: Schemes S1 and S2. See DOI: 10.1039/c4ob02160f

A simple method for direct metal-free C-H amination of unactivated hydrocarbons using easy-handling diacetoxy-λ 3 -bromane and triflylamide or sulfamate esters was developed. The high 2°/3° regioselectivities and deuterium isotope effects suggest a concerted organonitrenoid transition state, analogous to C-H amination with N -triflylimino-λ 3 -bromane. A simple method for direct metal-free C-H amination of unactivated hydrocarbons using easy-handling diacetoxy-λ 3 -bromane and triflylamide or sulfamate esters was developed.