Oxidative addition of <Emphasis Type="Italic">N</Emphasis>-aminophthalimide to styryl-1,2,4-oxadiazoles |
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Authors: | E V Beletskii O A Ignatenko M A Kuznetsov S I Selivanov |
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Institution: | 1.St. Petersburg State University,St. Petersburg,Russia |
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Abstract: | The oxidation of N-aminophthalimide with lead tetraacetate in the presence of 5-(E)-2-arylethenyl]-3-(4-methylphenyl)-1,2,4-oxadiazoles and 5-(4-methylphenyl)-3-E)-2-phenyl-ethenyl]-1,2,4-oxadiazole led to the formation of the corresponding (3-aryl-1-phthalimidoaziridin-2-yl)-(4-methylphenyl)-1,2,4-oxadiazoles.
In the reaction with 3,5-distyryl-1,2,4-oxadiazole a mixture was obtained of two regioisomeric monoadducts and a diadduct
in the ratio 80 : 15: 5; at the use of 3 equiv of the aziridinating reagents only diadduct was isolated as a mixture of two
diastereoisomers in the ∼3 : 2 ratio that were separated by recrystallization. |
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