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A Mechanistic Study for Aziridination of Nitroalkenes Mediated by N-Chlorosuccinimide
Journal of Oleo Science ( IF 1.5 ) Pub Date : 2022-06-03 , DOI: 10.5650/jos.ess21406
Kento Iwai 1, 2 , Khimiya Wada 1 , Feiyue Hao 1, 3 , Haruyasu Asahara 1, 2, 4 , Nagatoshi Nishiwaki 1, 2
Affiliation  

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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中文翻译:

N-氯代琥珀酰亚胺介导的硝基烯烃氮丙啶化机理研究

在用烷基胺和N-氯代琥珀酰亚胺处理后实现硝基苯乙烯的直接氮丙啶化。该反应由胺与硝基烯烃的迈克尔加成引发。随后在氮原子上进行N-氯化和亲核取代,非对映选择性地得到 1-烷基-2-硝基氮丙啶。核磁共振研究阐明了这种反应机理。

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更新日期:2022-06-02
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