The oxidation of biphenylene and its derivatives with Mn(OAc)3 and Pb(OAc)4.

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概要

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• The reaction of biphenylene with Pb(OAc)<SUB>4</SUB> gave 2-substituted biphenylenes and 2,3-biphenylenedione. The reaction of 2-methylbiphenylene and 2,3-dimethylbiphenylene with Mn(OAc)<SUB>3</SUB> yielded products in which the methyl substituent had been oxidized. The reaction of 2-methoxybiphenylene with Pb(OAc)<SUB>4</SUB> gave 2-acetoxy-3-methoxybiphenylene and <I>r</I>-2,<I>c</I>-3-diacetoxy-2-methoxy-2,3-dihydrobiphenylene, which is the first example of a 2,3-dihydrobiphenylene. The reactions of 2-carboxy-, 2-methoxycarbonyl- and 2,7-dibromobiphenylene with Mn(OAc)<SUB>3</SUB> and (in part) with Pb(OAc)<SUB>4</SUB> yielded nuclear acetoxymethylated products. The conversion of <I>r</I>-2,<I>c</I>-3-diacetoxy-2-methoxy-2,3-dihydrobiphenylene into 5,10-diacetoxy-7(8<I>H</I>)-benzocyclooctenone was observed.

• 公益社団法人 日本化学会の論文

著者

• Ueno Yasunari

  Department Of Cardiology Teikyo University School Of Medicine

• Kurosawa Kazu

  Department Of Chemistry Faculty Of Science Kumamoto University

• Pearson N.

  School of Chemistry, The University

• McOmie John

  School of Chemistry, The University

• Takamura Tetsuya

  Department of Chemistry, Faculty of Science, Kumamoto University

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