有机化学 ›› 1996, Vol. 16 ›› Issue (6): 518-523. 上一篇    下一篇

研究论文

2-芳基吲哚的敏化光氧化偶合反应

凌可庆   

  1. 淮北煤炭师范学院化学系
  • 发布日期:1996-12-25

Sensitized photooxidative coupling of 2-arylindoles

  • Published:1996-12-25

本文研究了十七种2-芳基吲哚(1a-1q)在甲醇-乙酸介质中的亚甲基蓝(MB)敏化光氧化反应, 发现有十五种吲哚(1a-1o)以85%-95%的产率给出2,2'-二芳基-[2,3'-联-1H-吲哚]-3(2H)-酮(2a-2o), 而2-(4-硝基苯基]吲哚(1p)和2-联苯基吲哚(1q)则分别生成2-甲氧基-2-(4-硝基苯基)-1,2-二氢-3H-吲哚-3-酮(7p)和2-联苯基-4H-3,1-苯并恶嗪-4-酮(11q), 其中7p在分离过程中失去甲醇分子给出2-(4-硝基苯基)-3H-吲哚-3-酮(10p)。

关键词: 其它基金, 吲哚 P, 亚甲基蓝, 敏化, 光氧化反应, 偶合反应

Methylene blue sensitized photooxygenation of seventeen 2- arylindoles (1a-1q) in methanol-acetic acid was examined, of which fifteen were found to give 2,2'-diaryl-[2,3'-bi-1H-indol]-3(2H)-ones (2a-2o) in 85-95% yields, whereas 2-(4-nitrophenyl) indole (1p) and 2- biphenylylindole (1q) gave 2-methoxy-2-(4-nitrophenyl)-1,2-dihydro-3H- indol-3-one (7p) and 2-biphenylyl-4H-3,1-benzoxazin-4-one (11q) respectively, the former (7p) lost methanol molecule leading to 2-(4- nitrophenyl)-3H-indol-3-one (10p) during the separation process.

Key words: SENSITIZATION, COUPLING REACTION, INDOLE P

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