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40.1.1.4.2.4.4 Variation 4: Schmidt Rearrangement

DOI: 10.1055/sos-SD-040-00241

Purchase, R.; Sainsbury, M.Science of Synthesis, (200940411.

In one version of the Schmidt rearrangement the addition of hydrazoic acid or its equivalent to a carboxylic acid affords a protonated azide 241 that rearranges to an isocyanate 242 and, as in the Curtius and Lossen rearrangements, this intermediate undergoes hydrolysis and decarboxylation to give the corresponding amine 243 (Scheme 75).[‌270‌‌274‌]

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