Vicinal α,β-Functionalizations of Amines: Cyclization Versus Dehydrogenative Hydrolysis

Fan Jiang (1) , Mathieu Achard (1) , Christian Bruneau (1)

1 ISCR - Institut des Sciences Chimiques de Rennes

Direct vicinal α,β-difunctionalization of tertiary cyclic amines is achieved in the presence of ruthenium or iridium transition-metal complexes featuring phosphine-sulfonate chelates. By varying the reaction conditions, α-alkylated lactams were obtained by a formal dehydrogenative hydrolysis in which one molecule of hydrogen is generated from water.

Mots clés: alkylation; chelate; cyclization; dehydrogenative hydrolysis; hydrogen

Domaines: Chimie organique

Fan Jiang, Mathieu Achard, Christian Bruneau. Vicinal α,β-Functionalizations of Amines: Cyclization Versus Dehydrogenative Hydrolysis. Chemistry - A European Journal, 2015, 21 (41), pp.14319--14323. ⟨10.1002/chem.201502431⟩. ⟨hal-01231155⟩