Oxidation of the 2-hydroxybenzindolequinone dimer

Autor: Shakhnovich, A. I., Salov, B. V., Gorelik, M. V.
Zdroj: Chemistry of Heterocyclic Compounds; July 1979, Vol. 15 Issue: 7 p759-764, 6p
Abstrakt: One of the quinone rings of the 3,3' dimer of 2-hydroxybenzindolequinone undergoes expansion to an oxepine ring during oxidation with nitric acid. A benzisatinquinone structure was previously erroneously assigned to this compound. The structure was proved by spectral methods and stepwise degradation to be the monomeric 2-hydroxybenzindolequinone derivative. The possible oxidation pathways are discussed.
Databáze: Supplemental Index