Gold‐Catalyzed Heterogeneous Aerobic Dehydrogenative Amination of α,β‐Unsaturated Aldehydes to Enaminals |
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Authors: | Xiongjie Jin Dr Kazuya Yamaguchi Prof Dr Noritaka Mizuno |
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Institution: | Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7‐3‐1 Hongo, Bunkyo‐ku, Tokyo 113‐8656 (Japan) |
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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. |
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Keywords: | aldehydes amines dehydrogenative amination gold heterogeneous catalysis |
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