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Synfacts 2006(10): 1072-1072
DOI: 10.1055/s-2006-949290
DOI: 10.1055/s-2006-949290
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
Au/TiO2-Catalyzed Selective Hydrogenation of Nitro Compounds
A. Corma*, P. Serna
Universidad Politécnica de Valencia, Spain
Further Information
Publication History
Publication Date:
21 September 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200610/lookinside/thumbnails/10.1055-s-2006-949290-1.jpg)
Significance
Chemoselective hydrogenation of nitro compounds was achieved by using a Au/TiO2 catalyst with hydrogen. Thus, when the reaction of 3-nitrostyrene was carried out with Au/TiO2 (0.23 mol%) under H2 (9 bar) at 120 °C for 6 h,3-vinylaniline was obtained in 98.5% conversion with 95.9% selectivity. The chemoselective reductions of 4-nitrobenzaldehyde, 4-nitrobenzonitrile and 4-nitrobenzamide were also performed under similar conditions to give the corresponding anilines in high conversion with high selectivity, where formyl, nitrile and amide groups were intact. Cyclohexanone oxime, a precursor of ε-caprolactam, was efficiently prepared from 1-nitro-1-cyclohexene with this catalytic system.