Oxidative Deamination of Amines by Arylsulfonyl Peroxides

Article abstract of DOI:10.1021/jo00195a027

Oxidation of primary and secondary amines with arylsulfonyl peroxides 1a,b was examined.Optimal results were obtained by using m-(trifluoromethyl)benzenesulfonyl peroxide, 1b, as the oxidant and potassium hydroxide as the promoting base in ethyl acetate at -78 deg C.Under these conditions, yields of carbonyl products were generally higher than other methods for both amine types.The stability of the intermediate imine is of great importance in determining the success of the conversion.