title: Gold-catalyzed heterogeneous aerobic dehydrogenative amination of α,β-unsaturated aldehydes to enaminals.
abstract: Although enaminals (β-enaminals) are very important compounds and have been utilized as useful synthons for various important compounds, they have been synthesized through non-green and/or limited procedures until now. Herein, we have successfully developed a green synthetic procedure using a heterogeneous catalyst. In the presence of gold nanoparticles supported on manganese-oxide-based octahedral molecular sieves OMS-2 (Au/OMS-2), dehydrogenative amination of α,β-unsaturated aldehydes with amines proceeded efficiently, with the corresponding enaminals isolated in moderate to high yields (50-97 %). The catalysis was truly heterogeneous, and Au/OMS-2 could be reused. Furthermore, the formal Wacker-type oxidation of α,β-unsaturated aldehydes to enaminones has been realized.
authors.affiliation: Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan).
authors.forename: Xiongjie
authors.initials: X
authors.lastname: Jin
authors.forename: Kazuya
authors.initials: K
authors.lastname: Yamaguchi
authors.forename: Noritaka
authors.initials: N
authors.lastname: Mizuno
keywords: aldehydes; amines; dehydrogenative amination; gold; heterogeneous catalysis