A Mechanistic Study for Aziridination of Nitroalkenes Mediated by N-Chlorosuccinimide
JOURNAL OF OLEO SCIENCE(2022)
Abstract
Direct aziridination of a nitrostyrene is achieved upon treatment with an alkylamine and N- chlorosuccinimide. The reaction is initiated by the Michael addition of amine to nitroalkene. Subsequent N chlorination and nucleophilic substitution at the nitrogen atom afford 1-alkyl-2-nitroaziridine diastereoselectively. This reaction mechanism was clarified by NMR studies.
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Key words
nitroaziridine, nitroalkene, chloramine, intramolecular nucleophilic substitution
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