Semmler-Wolff Reaction (Wolff-Semmler Aromatization, Wolff Aromatization)

W. Semmler, Ber. 25, 3352 (1892); L. Wolff, Ann. 322, 351 (1902).

Rearrangement of α,β-unsaturated cyclohexenyl ketoximes into aromatic amines under acidic conditions:



Review: R. T. Conley, S. Ghosh in Mechanisms of Molecular Migrations vol. 4, B. S. Thyagarajan, Ed., (Interscience, New York, 1971) p 251; M. I. El-Sheikh, J. M. Cook, J. Org. Chem. 45, 2585 (1980); Y. Tamura et al., Synthesis 1980, 483.