Stieglitz rearrangement

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The Stieglitz rearrangement is a rearrangement reaction of a trityl hydroxylamine Ar3CNHOH to a triaryl imine [1] [2]. The reaction is related to the Beckmann rearrangement as both reaction involve a carbon to nitrogen shift.

Stieglitz Rearrangement hydroxylamines
Stieglitz Rearrangement hydroxylamines

References

  1. ↑ Julius Stieglitz, Paul Nicholas Leech (1914). "The molecular Rearrangement of Triarylmethyl-Hydroxylamines and the Beckamnn Rearrangement of Ketoximes". Journal of the American Chemical Society. 36 (2): 272–301. doi:10.1021/ja02179a008.
  2. ↑ Bert Allen Stagner (1914). "The molecular Rearrangement of Triarylmethyl-Hydroxylamines". Journal of the American Chemical Society. 36 (2): 2069–2081. doi:10.1021/ja02267a018.


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