The Photoreaction of <I>p</I>-Substituted β-Benzoylacrylic Acids

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概要

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• This paper will describe the photoreaction of <I>trans</I>-β-(<I>p</I>-ethylbenzoyl)acrylic acid (II) in methanol to give 5-(<I>p</I>-ethylphenyl)-5-methoxy-2-oxo-2,5-dihydrofuran (III), β-(<I>p</I>-ethylbenzoyl)-α-methoxypropionic acid (IV), and its methyl ester (V). The kinetic study of this reaction has revealed that II gives III and IV parallel by the first-order reaction and that IV then changes into V. Furthermore, the irradiation of <I>p</I>-substituted β-benzoylacrylic acids has been studied. From the product ratio and the substituent effects at the <I>para</I> position, the mechanism of the photoreactions of γ-oxoacrylic acids in methanol is proposed. This mechanism is also supported by the HMO calculations.

• 公益社団法人 日本化学会の論文

著者

• Tanaka Keiko

  Department Of Anesthesiology Akashi Municipal Hospital

• Sugiyama Noboru

  Department of Chemistry Faculty of Science Tokyo University of Education

• Kashima Choji

  Department of Chemistry, The University of Tsukuba

• KATAOKA Hiroshi

  Department of Agricultural Chemistry, The University of Tokyo

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