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25.1.7.1.5.1 Variation 1: Hydrolysis of N-Arylhydrazones

DOI: 10.1055/sos-SD-025-00109

Plietker, B.Science of Synthesis, (200725156.

Owing to hyperconjugation effects, N-arylhydrazones are amongst the most stable hydrazones. Although they may be cleaved in the presence of strong Brønsted acids such as hydrochloric acid[‌35‌] or polyphosphoric acid,[‌36‌] addition of Lewis acids often proves beneficial. A variety of Lewis acid activated, Brønsted acid catalyzed hydrolysis processes have been developed (Table 3).[‌37‌‌41‌] In some cases, silica gel is added as a proton source. In other cases the Brønsted acid is formed in situ upon hydrolysis of the added Lewis acid.

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