Synthesis of 10-Aryl-10H-naphtho[1,8a,8-fg]indazol-7-ones

Autor:	Wolfgang Stadlbauer, Gerhard Hojas
Rok vydání:	2003
Předmět:	chemistry.chemical_compound Indazole chemistry Nucleophile Aryl Organic Chemistry Moiety Organic chemistry Azide Medicinal chemistry Decomposition
Zdroj:	Journal of Heterocyclic Chemistry. 40:753-756
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570400502
Popis:	3-Hydroxy-2-[1-(arylhydrazono)ethyl]-1H-phenalen-1-ones 3, obtained from 2-acetyl-3-hydroxy-1H-phenalen-1-one (1) and arylhydrazines 2, cyclize under acidic conditions to 8-methyl-10-aryl-10H-naphtho-[1,8a,8-fg]indazol-7-ones 4. Indazoles 4 are also obtained from 2-acetyl-3-hydroxy-1H-phenalen-1-one (1) and arylhydrazines 2 in a one-pot reaction. 2-Acetyl-3-azido-1H-phenalen-1-one (6) does not give 8-methyl-9-arylamino-9H-naphtho[1,8a,8-fg]indazol-7-ones via azide decomposition but gives again by nucleophilic replacement of the azide moiety in 6 the indazole 4.
Databáze:	OpenAIRE
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