Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 22, Pages 4720-4723Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402488
Keywords
Hypervalent compounds; C-H activation; Amination; Nitrogen heterocycles; Cyclization
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Funding
- Grants-in-Aid for Scientific Research [25410051] Funding Source: KAKEN
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The transition-metal- and halogen-free synthesis of N-arylsubstituted 1H-indazole and derivatives was accomplished on the basis of the iodobenzene-catalyzed intramolecular C-H amination of hydrazones under mild conditions. Reactions of hydrazones derived from ketones and hydrazines with a catalytic amount of iodobenzene in the presence of Oxone as an oxidant in trifluoroacetic acid took place to afford 1H-indazoles in moderate to good yields. A plausible reaction mechanism was described on the basis of the control experiments.
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