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Synfacts 2008(5): 0547-0547  
DOI: 10.1055/s-2008-1072549
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Aerobic Oxidation of Primary Amines by DPPH-WO3/Al2O3 Catalyst

Contributor(s): Yasuhiro Uozumi, Yutaka Matsuura
K. Suzuki*, T. Watanabe, S.-I. Murahashi*
Okayama University of Science and Asahi Kasei Chemicals Corporation, Okayma, Japan
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Publikationsdatum:
23. April 2008 (online)

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Significance

Aerobic oxidation of various primary amines 1 took place in the presence of a 1,1-diphenyl-2-picrylhydrazyl (DPPH; 3) and tungstated alumina (WO3/Al2O3) under O2/N2 (7:93 v/v, 5 MPa) to give the corresponding oximes 2 with up to 90% yield. The oxidation of cyclohexylamine also proceeded efficiently under atmospheric pressure of molecular oxygen (16 h, 1 atm, balloon), whereas the reaction did not occur in the absence of molecular oxygen.