Journal of the American Chemical Society, Vol.136, No.8, 2998-3001, 2014
Oxidant-Free Conversion of Cyclic Amines to Lactams and H-2 Using Water As the Oxygen Atom Source
Direct conversion of cyclic amines to lactams utilizing water as the only reagent is catalyzed by pincer complex 2. In contrast to previously known methods of amine-to-amide conversion, this reaction occurs in the absence of oxidants and is accompanied by liberation of H-2, with water serving as a source of oxygen atom. Formation of a cyclic hemiaminal intermediate plays a key role in enabling such reactivity. This represents an unprecedented, conceptually new type of amide formation reaction directly from amines and water under oxidant-free conditions.