A versatile, immobilized gold catalyst for the reductive amination of aldehydes in batch and flow

被引:19
作者
Carrillo, Adela I. [1 ]
Llanes, Patricia [1 ]
Pericas, Miquel A. [1 ,2 ]
机构
[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Av Paisos Catalans 16, Tarragona 43007, Spain
[2] Univ Barcelona, Dept Quim Inorgan & Organ, Barcelona 08080, Spain
关键词
CARBONYL-COMPOUNDS; MESOPOROUS SILICA; SECONDARY-AMINES; CHEMOSELECTIVE REDUCTION; RUTHENIUM NANOPARTICLES; HETEROGENEOUS CATALYSTS; TRANSFER HYDROGENATION; HIGHLY EFFICIENT; MILD CONDITIONS; NITRO-COMPOUNDS;
D O I
10.1039/c8re00101d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient and environmentally friendly catalytic route for the reductive amination of carbonyl compounds has been designed. First, a one-pot procedure has been followed for the synthesis and incorporation of gold nanoparticles (AuNPs) into a mesoporous silica solid by using light as an abundant and clean energy source. Then, the as-prepared material has been successfully employed as a heterogeneous catalyst in the production of secondary and tertiary amines by reductive amination using Ph(Me)(2)SiH as the reducing agent. The endurance of the catalyst has been demonstrated in batch, and a continuous flow process allowing the safe preparation of multigram amounts of reductive amination products (accumulated TON = 434 in 18 h operation involving 6 sequential examples) has been implemented. The scope of the reaction has also been extended to the synthesis of more challenging active pharmaceutical ingredients (APIs), such as indoprofen precursors and biomass-derived products, which were obtained in good to excellent yields.
引用
收藏
页码:714 / 721
页数:8
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