A new oxidizing system for aromatic alcohols by the combination of N-oxoammonium salt and electrosynthesized tetraalkylammonium tribromide.
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概要
- 論文の詳細を見る
A combination of 2,2,6,6-tetramethyl-1-piperidinyloxyl and tetraalkylammonium tribromides (R<SUB>4</SUB>NBr<SUB>3</SUB>), which are available from the corresponding tetraalkylammonium bromides via electrooxidation with potassium bromide, has proved to be useful for oxidations of primary and secondary alcohols to the corresponding aldehydes and ketones, respectively. The oxidation reaction proceeds smoothly even with a 0.5–1.0 mol% of <I>N</I>-oxyl compounds and 1.5–2.0 equivalents of tetraalkylammonium tribromides in an aqueous-organic two-phase solution buffered at pH 8.0–8.6. This recyclable oxidant/co-oxidant combination system may involve the formation of <I>N</I>-oxoammonium salts, actual oxidizing agents of alcohols, by the action of hypobromite species generated from R<SUB>4</SUB>NBr<SUB>3</SUB> in the binary solution. Utility of the method is highlighted by the selective oxidation of benzylic alcohols bearing electron-releasing groups on the aromatic nucleus to the corresponding aldehydes or ketones without any bromination and overoxidation.
- 公益社団法人 日本化学会の論文
著者
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Torii Sigeru
Department Of Applied Chemistry Faculty Of Engineering Okayama University
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Inokuchi Tsutomu
Department Of Applied Chemistry Faculty Of Engineering Okayama University
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Fukushima Mitsuhiro
Department Of Applied Chemistry Faculty Of Engineering Kumamoto University
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Matsumoto Sigeaki
Department Of Information Engineering The Polytechnic University
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INOKUCHI Tsutomu
Department of Applied Chemistry, Faculty of Engineering, Okayama University
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Fukushima Mitsuhiro
Department of Applied Chemistry, Faculty of Engineering, Okayama University
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Matsumoto Sigeaki
Department of Applied Chemistry, Faculty of Engineering, Okayama University
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