HOMOLYTIC ALKYLATION OF QUINALDINE BY 1,3-DIOXONALES
It was established by ESR and the presence of oxygen atoms at the α position to the radical center is the reason for the enhanced reactivity of the alkyl radicals in reaction with protonated bases.The yields of the alkylation products depend on the ratio of the concentrations of the Fe(3+) and Fe(2+) ions in the reaction mixture.
Zelechonok, Yu. B.,Zorin, V. V.,Zlot-skii, S. S.,Rakhmankulov, D. L.
p. 1143 - 1146
(2007/10/02)
HOMOLYTIC REPLACEMENT OF A HYDROGEN ATOM IN 2-METHYLQUINOLINE
The reaction of 1,3-dioxolane with sulfuric-acid-protonated 2-methylquinoline initiated by the ROOH + Fe2+ system at 5-10 deg C in water forms 4-(1,3-dioxacyclopent-2-yl)-2-methylquinoline and 4-(1,3-dioxacyclopent-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.
Zorin, V. V.,Zelechonok, Yu. B.,Zlotskii, S. S.,Rakhmankulov, D. L.
p. 20 - 23
(2007/10/02)
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