通过 2-卤代-2H-氮丙啶中的 S2′-S2′级联反应，轻松获得 2-酰氧基、芳氧基和烯氧基-2H-氮丙啶。
Facile access to 2-acyloxy-, aryloxy- and alkenyloxy-2H-azirines via an S2'-S2' cascade in 2-halo-2H-azirines.
机构信息
St. Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya nab., St. Petersburg, 199034, Russia.
出版信息
Org Biomol Chem. 2018 May 2;16(17):3248-3257. doi: 10.1039/c8ob00553b.
PMID:29664105
Abstract
Various 2-oxygen-substituted 2H-azirine-2-carboxylic acid derivatives were synthesized in high yields under mild conditions from readily available precursors, 2-halo-2H-azirines and OH-reagents having pKa values in the range of 3-10. This reaction is the first example of substitution at the azirine carbon atom for which an unusual SN2'-SN2' cascade mechanism was revealed.
摘要
各种 2-氧代-2H-氮丙啶-2-羧酸衍生物在温和条件下以高产率从易得的前体，2-卤代-2H-氮丙啶和 pKa 值在 3-10 范围内的 OH 试剂合成。该反应是首例揭示不寻常 SN2'-SN2'级联机制的氮丙啶碳原子取代反应。
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