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N–N Bond Formation between Primary Amines and Nitrosos: Direct Synthesis of 2‑Substituted Indazolones with Mechanistic Insights
A concise,
one-step route to indazolones from primary alkyl amines
and <i>o</i>-nitrobenzyl alcohols is reported. The key step
in this readily scalable indazolone forming process involves base-mediated <i>in situ o</i>-nitrobenzyl alcohol → <i>o</i>-nitrosobenzaldehyde conversion. Although this functional group interconversion
is known to be useful for 2<i>H</i>-indazole synthesis,
its reactivity was modulated for indazolone formation