Intra- and intermolecular thermal transformations of 2-acyl- and 2-alkoxycarbonyl-N-phthalimidoaziridines |
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Authors: | M A Kuznetsov V V Voronin |
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Institution: | (1) St. Petersburg State University, 26 Universitetskii Pr., Stary Petergof, St. Petersburg, 198504, Russia |
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Abstract: | Heating 2-acyl- and 2-alkoxycarbonyl-N-phthalimidoaziridines leads to substituted oxazoles in 45-65% yield. Only esters of
oxazolecarboxylic acids are formed when the aziridine contains acyl and alkoxy groups. The thermolysis of the same aziridines
in the presence of N-phenylmaleimide and the dimethyl ester of acetylenedicarboxylic acid gives both oxazoles and the products
of 1,3-dipolar cycloaddition from aziridines with two substituents at the carbon atoms but only oxazoles from trisubstituted
aziridines. |
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Keywords: | |
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