高等学校化学学报 ›› 1999, Vol. 20 ›› Issue (3): 421.

• 研究简报 • 上一篇    下一篇

4-溴-5-甲基靛红的Baeyer-Villiger氧化反应

陈卫民1, 曾陇梅2   

  1. 1. 第一军医大学药物研究所, 广州 510515;
    2. 中山大学化学与化学工程学院, 广州 510275
  • 收稿日期:1998-05-08 出版日期:1999-03-24 发布日期:1999-03-24
  • 通讯作者: 陈卫民,男,35岁,现为中山大学在职博士研究生,副教授.
  • 作者简介:陈卫民,男,35岁,现为中山大学在职博士研究生,副教授.

BaeyerVilliger Oxidation of 4-Bromo-5-methylisatin

CHEN Wei-Min1, ZENG Long-Mei2   

  1. 1. Institute of Pharmaceutical Sciences, The First Military Medical University, Guangzhou, 510515;
    2. Department of Chemistry, Zhongshan University, Guangzhou, 510275
  • Received:1998-05-08 Online:1999-03-24 Published:1999-03-24

摘要: Baeyer-Viliger反应是由酮制备酯的重要方法[1].氧化剂通常有两类:(1)有机过酸;(2)过硫酸钾/硫酸(Caro酸).由于靛红结构特殊,我们分别以单过邻苯二甲酸[2]和过硫酸钾/硫酸[3]为氧化剂氧化4-溴-5-甲基靛红(1).

关键词: 4-溴-5-甲基靛红, 氧化, Baeyer-Villiger反应

Abstract: Two different products were obtained while 4-bromo-5-methylisatin was oxidized by separately using organic peroxy acids and Caros acid as the oxidizing agent. The chemical structures of the oxidation products were elucidated by spectra analysis to be a pair of isomer: novel compound 5-bromo-6-methyl-1H-benzo oxazine-2,3-dione and the known compound 5-bromo-6-methyl-1-Hbenzo oxazine-2,4-dione. The product is free of isomer for each reaction. The reaction mechanisms were also discussed.

Key words: Bromo-5-methylisatin, Oxidation, BaeyerVilliger reaction

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