Abstract
Phenanthro[1, 2-c][1, 2, 5]oxadiazole-10, 11-dione (phenanthrene quinone furazan, I), like anthraquinone furazan, is capable of adding nucleophilic agents to carbon atom 4 of the carbon skeleton or to the oxygen of the carbonyl group. Thus, its reactions with thiophenol and benzenesulfinic acid, with subsequent oxidation lead, respectively, to the substituted quinones II and IV, the latter of which is converted by the action of benzenesulfinic acid into the benzenesulfonic ester V.
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M. V. Gorelik, S. B. Lantsman, and T. P. Kononova, KhGS [Chemistry of Heterocyclic Compounds], 4, 808, 1968.
M. V. Gorelik, KhGS [Chemistry of Heterocyclic Compounds], 3, 541, 1967.
M. V. Gorelik and S. B. Lantsman, KhGS [Chemistry of Heterocyclic Compounds], 4, 453, 1968,
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S. V. Bogdanov and L. S. Shibryaeva, ZhOKh, 33, 1978, 1963.
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For part IX, see [1]
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Gorelik, M.V., Shibryaeva, L.S. Studies on quinones. Chem Heterocycl Compd 4, 700–701 (1968). https://doi.org/10.1007/BF00486933
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DOI: https://doi.org/10.1007/BF00486933