Chem. J. Chinese Universities ›› 1999, Vol. 20 ›› Issue (3): 421.

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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

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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