caa a22 4500 475760077 CHVBK 20180406123548.0 cr unu---uuuuu 170329e20000301xx s 000 0 eng 10.1007/BF02494776 doi (NATIONALLICENCE)springer-10.1007/BF02494776 The chemistry of naphthazarin derivatives [Elektronische Daten] 6. Hydration of 2-oxo-2,3-dihydro-1,4-naphthoquinone derivatives in organic solvents [A. Tchizhova, V. Anufriev, V. Glazunov, V. Denisenko] In water-containing organic solvents 2-oxo-2,3-dihydronaphthoquinone derivatives are hydrated to give the corresponding 2,2-dihydroxy-2,3-dihydronaphthoquinones. The hydration is reversible; in some cases, a keto-gem-diol equilibrium is established. The susceptibility of 2-oxo-2,3-dihydronaphthoquinone derivatives for hydration depends on the donor-acceptor properties of substituents at C(3), C(6), and C(7), on whether or not hydroxy groups are present at C(5) and C(8), and on the organic solvent basicity. Kluwer Academic/Plenum Publishers, 2000 2-hydroxy-1,4-naphthoquinone nationallicence 2-oxo-2,3-dihydro-1,4-naphthoquinone nationallicence 2,2-dihydroxy-2,3-dihydro-1,4-naphthoquinone nationallicence geminal diol nationallicence keto- gem -diol equilibrium nationallicence chlorination, dichlorine monoxide nationallicence free radical alkylation, acetyl peroxide nationallicence Tchizhova A. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation aut Anufriev V. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation aut Glazunov V. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation aut Denisenko V. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation aut Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/3(2000-03-01), 466-471 1066-5285 49:3<466 2000 49 11172 https://doi.org/10.1007/BF02494776 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02494776 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Tchizhova A. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation aut NATIONALLICENCE 700 1- Anufriev V. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation aut NATIONALLICENCE 700 1- Glazunov V. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation aut NATIONALLICENCE 700 1- Denisenko V. Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, 690022, Vladivostok, Russian Federation aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/3(2000-03-01), 466-471 1066-5285 49:3<466 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer