Bamberger重排

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N-苯基羟胺在酸作用下重排为4-氨基苯酚的反应。

反应机理


反应实例


参考文献

  1. Bamberger, E. Ber. Dtsch. Chem. Ges. 1894, 27, 1548.

    【Eugen Bamberger (1857-1932)生于柏林,在慕尼黑大学和苏黎世联邦理工学院任教。他发现了用钠和戊醇作为还原剂的方法。他与Arthur Hantzsch 在重氮化合物的结构上进行了长达六年(1894-1900) 的激烈争论。(Eugen Bamberger (1857-1932) was born in Berlin.  He taught in Munich and at ETH in Zurich.  He introduced sodium and amyl alcohol as a reducing agent.  Bamberger also engaged in a long (1894-1900) and acrimonious controversy with Arthur Hantzsch on the structure of diazo-compounds. )】。

  2. Shine, H. J. in Aromatic Rearrangement Elsevier: New York, 1967, pp 182190. (Review).

  3. Buckingham, J. Tetrahedron Lett. 1970, 11, 2341.

  4. Sone, T.; Tokuda, Y.; Sakai, T.; Shinkai, S.; Manabe, O. J. Chem. Soc., Perkin Trans. 2 1981, 298.

  5. Fishbein, J. C.; McClelland, R. A. J. Am. Chem. Soc. 1987, 109, 2824.

  6. Zoran, A.; Khodzhaev, O.; Sasson, Y. J. Chem. Soc., Chem. Commun. 1994, 2239.

  7. Tordeux, M.; Wakselman, C. J. Fluorine Chem. 1995, 74, 251.

  8. Fishbein, J. C.; McClelland, R. A. Can. J. Chem. 1996, 74, 1321.

  9. Naicker, K. P.; Pitchumani, K.; Varma, R. S. Catal. Lett. 1999, 58, 167.

  10. Pirrung, M. C.; Wedel, M.; Zhao, Y. Synlett 2002, 143.

  11. Qiu, X.; Jiang, J.-J.; Wang, X.-Y.; Shen, Y.-J. Youji Huaxue 2005, 25, 561.


编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Bamberger rearrangementpage 18-19.

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