Titanium trichloride amine oxides

Reduction. Just as aromatic amine oxides are resistant to the foregoing decomposition reactions, they are more resistant than ahphatic amine oxides to reduction. Ahphatic amine oxides are readily reduced to tertiary amines by sulfurous acid at room temperature in contrast, few aromatic amine oxides can be reduced under these conditions. The ahphatic amine oxides can also be reduced by catalytic hydrogenation (27), with 2inc in acid, or with staimous chloride (28). For the aromatic amine oxides, catalytic hydrogenation with Raney nickel is a fairly general means of deoxygenation (29). Iron in acetic acid (30), phosphoms trichloride (31), and titanium trichloride (32) are also widely used systems for deoxygenation of aromatic amine oxides. 

Titanous chloride (titanium trichloride) is applied in aqueous solutions, sometimes in the presence of solvents increasing the miscibility of organic compounds with the aqueous phase [199, 200]. Its applications are reduction of nitro compounds [201] and cleavage of nitrogen-nitrogen bonds [202] but it is also an excellent reagent for deoxygenation of sulfoxides [203] and amine oxides [199] (Procedure 38, p. 214). 

---