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40.1.1.4.2.1 Method 1: Stieglitz Rearrangements

DOI: 10.1055/sos-SD-040-00241

Purchase, R.; Sainsbury, M.Science of Synthesis, (200940393.

The Stieglitz rearrangement is a name applied generally to the rearrangements of N-halo(triarylmethyl)amines 142 (X=Hal), N-(triarylmethyl)hydroxylamines 142 (X=OH), or triarylmethyl azides 143 to give the corresponding imines 144 [‌150‌,‌157‌‌162‌] as well as to the rearrangements of (triarylmethyl)amines 145 [in contact with lead(IV) acetate] into imines 144 (Scheme 42).[‌163‌,‌165‌]

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