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有机化学
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有机化学 ›› 1994, Vol. 14 ›› Issue (6): 593-598. 上一篇    下一篇

研究论文

2-取代吲哚的染料敏化光氧化反应

凌可庆;刘志滨;胡宏纹   

  1. 淮北煤炭师范学院化学系;中国科学技术大学应用化学系;南京大学化学系
  • 发布日期:1994-12-25

Dye-sensitized photooxygenation of 2-substituted indoles

LIU ZHIBIN;HU HONGWEN   

  • Published:1994-12-25

被引次数

18

2-苯基吲哚 (1a) 在甲醇中的染料敏化光氧化反应给出2-苯基-2-(2'-苯基-3'-吲哚基)二氢吲哚-3-酮 (2a) 和2-甲氧基-2-苯基二氢吲哚-3-酮 (4a), 相应N-甲基取代产物由1-甲基-2-苯基吲哚 (1b) 的类似反应获得。发现反应产物分布随吲哚 (1) 的浓度和介质酸度的变化而变化。对反应机理进行了推测, 其中当1a的反应在乙腈中进行时, 分离到了相应的反应中间体: 2-苯基-3H-吲哚-3-酮 (3a)。

关键词: 染料, 敏化, 光氧化反应, 苯基吲哚 P

Dye-sensitized photooxygenation of 2-phenylindole (1a) in methanol gave 2-phenyl-2-(2'-phenyl-3'-indolyl) indoxyl (2a) and 2-methoxy-2-phenylindoxyl (4a). The N-methyl products (2b,4b) were obtained from 1-methyl-2-phenylindole (1b) similarly. The product distribution of the reaction varied with the concentration of indoles (1) and the acidity of the reaction medium. A mechanism for the reaction was proposed. In the case of 1a, the proposed reaction intermediate, 2-phenyl- 3H-indol-3-one (3a) has been isolated in the same reaction carried out in acetonitrile.

Key words: SENSITIZATION, DYES

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