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Synfacts 2011(5): 0568-0568  
DOI: 10.1055/s-0030-1259808
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Deoxygenation of Amides, Sulfoxides, and Pyridine N-Oxides with AuHAP

Contributor(s): Yasuhiro Uozumi, Go Hamasaka
Y. Mikami, A. Noujima, T. Mitsudome, T. Mizugaki, K. Jitsukawa, K. Kaneda*
Osaka University, Toyonaka, Japan
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Publication History

Publication Date:
15 April 2011 (online)

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Significance

Hydroxyapatite-supported gold nanoparticles (AuHAP) catalyzed the deoxygenation reaction of amides 1, sulfoxides 2, and pyridine N-oxides 3 with PhMe2SiH to give the corresponding amines 4, sulfides 5, and pyridines 6 in 80-99%, 89 to >99%, and 89 to >99% yield, respectively. The catalyst was recovered by simple filtration and reused twice without significant loss of its catalytic activity. No leaching of Au was observed by ICP-AES analysis after the reaction.