Manganese catalyzed reductive amination of aldehydes using hydrogen as a reductant

Duo Wei (1) , Antoine Bruneau-Voisine (1, 2) , Dmitry A. Valyaev (2) , Noël Lugan (2) , Jean-Baptiste Sortais (3, 2)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 LCC - Laboratoire de chimie de coordination
3 IUF - Institut universitaire de France

A one-pot two-step procedure was developed for the alkylation of amines via reductive amination of aldehydes using molecular dihydrogen as a reductant in the presence of a manganese pyridinyl-phosphine complex as a pre-catalyst. After the initial condensation step, the reduction of imines formed in situ is performed under mild conditions (50-100 degrees C) with 2 mol% of catalyst and 5 mol% of tBuOK under 50 bar of hydrogen. Excellent yields (>90%) were obtained for a large combination of aldehydes and amines (40 examples), including aliphatic aldehydes and amino-alcohols.

Domaines: Chimie; Chimie organique

Duo Wei, Antoine Bruneau-Voisine, Dmitry A. Valyaev, Noël Lugan, Jean-Baptiste Sortais. Manganese catalyzed reductive amination of aldehydes using hydrogen as a reductant. Chemical Communications, 2018, 54 (34), pp.4302-4305. ⟨10.1039/C8CC01787E⟩. ⟨hal-01807069⟩