Synthesis of 1,2-Azulenequinone Derivatives by Bromine-Oxidation

Autor:	Osamu Irinamihira, Teruo Kurihara, Kunihide Fujimori, Hidetsugu Wakabayashi, Yuzuru Uchiyama, Satoshi Shibata, Akira Ohta
Rok vydání:	2008
Předmět:	Pharmacology chemistry.chemical_compound Hydrolysis Bromine Aqueous solution chemistry Organic Chemistry chemistry.chemical_element Azulene Medicinal chemistry Analytical Chemistry
Zdroj:	HETEROCYCLES. 76:1133
ISSN:	0385-5414
DOI:	10.3987/com-08-s(n)71
Popis:	Treatment of 2-hydroxyazulene (la) with 3 equiv. of C 5 H 5 N·HBr 3 in aqueous THF-AcOH at 0 °C for 1 h afforded l,l,3-tribromoazulene-2-one (5a). 3-Bromo-l,2-azulenequinone (2a) was obtained by the hydrolysis of 5a in the presence of Ag 2 O. Annulated compound 6 was readily obtained by the reaction of 2a with o-phenylenediamine.
Databáze:	OpenAIRE
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