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有机化学
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有机化学 ›› 1999, Vol. 19 ›› Issue (2): 200-203. 上一篇    

研究论文

一步法合成取代-1, 2-苯醌类化合物

张小春;黄志纾;魏海枫;王植材;马林;古练权   

  1. 中山大学化学系.广州(510275)
  • 发布日期:1999-04-25

One-pot preparation of 4, 5-disubstituted-1, 2-benzoquinones

Zhang Xiaochun;Huang Zhishu;Wei Haifeng;Wang Zhicai;Ma Lin;Gu Lianquan   

  1. Zhongshan Univ., Dept Chem.Guangzhou(510275)
  • Published:1999-04-25

被引次数

8 | 5

应用固定化多酚氧化酶催化的氧化-迈克尔加成反应,一步合成了4,5-二取代-1,2-苯醌类化合物:4,5-N,N-二(苯胺基)-1,2-苯醌,4,5-N,N-二(对甲苯胺基)-1,2-苯醌,4,5-N,N-二(间氯苯胺基)-1,2-苯醌,4,5-N,N-二(对溴苯胺基)-1,2-苯醌。用化学法(I~2-KI)进行氧化-迈克尔加成反应也成功地合成了4,5-二取代-1,2-苯醌类化合物。应用紫外光谱方法证明了氧化-迈克尔加成反应的机制。

关键词: 元素分析, 苯醌P, 质子磁共振谱法, 迈克尔加成反应, 质谱法, 紫外分光光度法, 多酚氧化酶

In the presence of the immobilized polyphenol oxidase, a one-pot preparation of 4, 5-disubstituted-1, 2-benzoquinones, such as 4, 5-di- aniline-1, 2-benzoquinone, 4, 5-di-(p-methyl aniline)-1, 2- benzoquinone, 4, 5-di-(m-chloroaniline)-1, 2-benzoquinone and 4, 5-di- (p-bromoaniline)-1, 2-benzoquinone, was achieved successfully by using the oxidation-Michael addition. The same results were obtained using I~2-KI instead of the immobilized polyphenol oxidase. The proposed oxidation (Michael addition mechanism has been demonstrated by UV-Vis spectroscopy.

Key words: MICHAEL ADDITION REACTION, BENZOQUINONE P, ELEMENTAL ANALYSIS, ULTRAVIOLET SPECTROPHOTOMETRY, PROTON MAGNETIC RESONANCE SPECTROMETRY, POLYPHENOLOXIDASE, MASS SPECTROGRAPHY

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