通过苯并恶嗪离子开环反应实现复杂苯乙胺衍生物的合成。
Aziridine Opening via a Phenonium Ion Enables Synthesis of Complex Phenethylamine Derivatives.
机构信息
Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, United States.
出版信息
Org Lett. 2022 Jan 21;24(2):501-505. doi: 10.1021/acs.orglett.1c03857. Epub 2021 Dec 30.
Abstract
We report that the treatment of unsymmetrical 2,3-disubstituted aziridines with TiCl yields β-phenethylamine products via the intermediacy of a phenonium ion. Derivatization of the products obtained via this method is demonstrated. Computational analysis of the reaction pathway provides insight into the reaction mechanism, including the selectivity of the phenonium opening.
摘要
我们报告称，用 TiCl 处理不对称的 2,3-二取代氮丙啶可以通过苯鎓离子中间体生成 β-苯乙胺产物。通过这种方法获得的产物的衍生化得到了证明。反应途径的计算分析提供了对反应机制的深入了解，包括苯鎓离子开环的选择性。
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