Homolytic replacement of a hydrogen atom in 2-methylquinoline by A 1,3-dioxolanyl residue |
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Authors: | V V Zorin Yu B Zelechonok S S Zlotskii D L Rakhmankulov |
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Institution: | (1) Ufa Petroleum Institute, USSR |
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Abstract: | The reaction of 1,3-dioxolane with sulfuric-acid-protonated 2-methylquinoline initiated by the ROOH + Fe2+ system where R = H, (CH3)3C, or C6H5C(CH3)2] at 5–10 °C in water forms 4-(1,3-dioxacyclopent-2-yl)-2-methylquinoline and 4-(1,3-dioxacy-clopent-4-yl)-2-methylquinoline. The selectivity of the formation of the first reaction product increases on passing from hydrogen peroxide to cumyl and tert-butyl hydroperoxide and with an increase in the pH of the medium.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 25–28, January, 1984. |
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