Halogenation Using N-Halogenocompounds. I. Effect of Amines on ortho-Bromination of Phenols with NBS.

S Fujisaki, H Eguchi, A Omura, A Okamoto…

文献索引：Fujisaki, Shizuo; Eguchi, Hisao; Omura, Atsushi; Okamoto, Atsushi; Nishida, Akiko Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 5 p. 1576 - 1579

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被引用次数: 65

摘要

Primary and secondary amines, especially diisopropylamine and dibutylamine, catalyzed ortho-dibromination of phenol and ortho-monobromination of 2-substituted phenols with NBS in dichloromethane to give selectively 2, 6-dibromophenol and 2-bromo-6-substituted phenols, respectively. The effective intermediates are inferred to be N-bromoamines. The scope and limitations of the bromination are also presented.