A Mechanistic Study for Aziridination of Nitroalkenes Mediated by N-Chlorosuccinimide
Kento Iwai1,2, Khimiya Wada1, Feiyue Hao1,3
1School of Environmental Science and Engineering, Kochi University of Technology.
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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