Dual reaction pathways in the magnesium-mediated synthesis of aziridines from benzal halides and imines
作者:Mark R Biscoe、Albert J Fry
DOI:10.1016/s0040-4039(01)00271-4
日期:2001.4
Reaction between benzal dihalides, benzaldehyde imines, and magnesium in ether affords aziridines in modest yields. Two mechanistic pathways for aziridine formation are discerned. One path involves nucleophilic attack by an alpha-halo Grignard species on the imine; the other involves electrophilic attack on imine by phenylcarbene to afford an azomethine ylide.
苯甲酰二卤化物,
苯甲醛亚胺和
镁在
乙醚中的反应以适中的产率提供
氮丙啶。可以看出形成
氮丙啶的两种机制途径。一种途径涉及α-卤代格氏分子对
亚胺的亲核攻击。另一类涉及苯碳烯对
亚胺的亲电子攻击,得到甲
亚胺基内酯。