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Synfacts 2007(6): 0658-0658  
DOI: 10.1055/s-2007-968527
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Oxidation of Alcohols with RuCl3 andm-Iodobenzoic Acid

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada
M. S. Yusubov, M. P. Gilmkhanova, V. V. Zhdankin, A. Kirschning*
The Polytechnic University and the Siberian State Medical University, tomsk, Russia; University of Minnesota Duluth, USA; Leibniz Universität Hannover, Germany
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Publikationsdatum:
22. Mai 2007 (online)

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Significance

m-Iodosylbenzoic acid (1.5 mol equiv) was used for the oxidation of primary and secondary alcohols with RuCl3 in aqueous MeCN or in aqueous NaHCO3 to give the corresponding aldehydes and ketones in 50-99% yields (18 products). Separation of pure products was achieved by scavenging m-iodobenzoic acid (and m-iodosylbenzoic acid, etc.) with the ion exchange resin IRA-400 (OH- form) or by extracting with the basic aqueous solution. The recovered m-iodobenzoic acid was converted into m-iodosylbenzoic acid with Ac2O and H2O2.