Reduction of Hydrazines, Azo and Azoxy Compounds, and Amine N-Oxides with the NiCl2·2H2O–Li–DTBB (cat.) Combination

The NiCl2·2H2O/Li/DTBB (10 mol%) combination allows the reduction of aromatic hydrazines 1 (to amines), azo compounds 2 (to primary amines), azoxy compounds 3 (to azo compounds or to primary amines, depending on the reaction conditions) or amine N-oxides 4 (to tertiary amines), under mild reaction conditions (THF, room temperature).