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Please login or sign up for a free trial to access the full content. Variation 1: Hydrolysis of 2- or 4-Substituted Diazonium Salts

DOI: 10.1055/sos-SD-028-00769

Griesbeck, A. G.; Zimmermann, E.Science of Synthesis, (200628818.

Diazonium compounds with appropriate leaving groups at the ortho or para positions are among the most reactive substrates for nucleophilic aromatic substitution. The effectiveness of the leaving group increases under normal conditions in the sequence chlorine, bromine, alkoxy, nitro, as is seen from the diazotization result of the unsymmetrically substituted aniline derivative 44, resulting in the 2-diazo compound 45 in 90% yield (Scheme 20).[‌59‌]

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