One-pot Conversion of Primary Alcohols toa-Oxygenated Alkanals with TEMPO in Combination with Molecular Oxygen and Ruthenium Complex
Inokuchi, T.; Nakagawa, K.; Torii, S. Tetrahedron Lett. 1995, 36, 3223.
Reaction of primary alcohols with an oxidizing system composed of 4-BzOTEMPO (2 equiv.), RuCl2(PPh3)3 as a catalyst, and molecular oxygen leads to concomitant oxidation and substitution, giving the correponding a-oxygenated alkanals. Similar reaction of secondary alcohols terminates at the stage of oxidation of hydroxyl group, forming the ketones, selectively.