Abstract
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.
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See [1] for our preliminary communication.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 930–936, July, 1979.
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Shakhnovich, A.I., Salov, B.V. & Gorelik, M.V. Oxidation of the 2-hydroxybenzindolequinone dimer. Chem Heterocycl Compd 15, 759–764 (1979). https://doi.org/10.1007/BF00473558
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DOI: https://doi.org/10.1007/BF00473558