Journal of the American Chemical Society, Vol.133, No.17, 6497-6500, 2011
Highly Efficient, Organocatalytic Aerobic Alcohol Oxidation
5- Fluoro-2-azaadamantane N-oxyl (5-FAZADO) realizes a simple, organocatalytic aerobic alcohol oxidation system that has a wide scope under mild conditions at ambient pressure and temperature and is weakly acidic and halogen- and transition-metal-free. The oxoammonium nitrate (5-F-AZADO(+)NO(3)(-)) works as a bifunctional catalyst of 5-F-AZADO and NO(x) that enables the catalytic aerobic oxidation of alcohols by itself (a metal-salt-free system).