Base-mediated allylation of N-2,2,2-trifluoroethylisatin ketimines and its application in aza-Prins reactions,Tetrahedron Letters

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Base-mediated allylation of N-2,2,2-trifluoroethylisatin ketimines and its application in aza-Prins reactions
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2021-10-30 , DOI: 10.1016/j.tetlet.2021.153512
Jaehwan Kim ₁ , Se Yeon Park ₁ , Myeongjin Jung ₁ , Woo Cheol Jang ₁ , Haye Min Ko _{1,

2}

Affiliation

The aza-Prins reaction of allylic imines triggered by N-2,2,2-trifluoroethylisatin ketimine is accomplished for the synthesis of spirooxindole derivatives involving trifluoromethyl group in the presence of TMSX. This cyclization reaction is operationally simple and proceeds under mild conditions using non-toxic reagents. Notably, while the previous our work could not be compatible with TMSX (X = Cl, I, etc) in one-pot process, this work describes successful aza-Prins reaction with TMSX (X = Cl, I, etc) via step-by-step process.

中文翻译：

N-2,2,2-三氟乙基靛红酮亚胺的碱基介导烯丙基化及其在aza-Prins反应中的应用

由N -2,2,2-三氟乙基靛红酮亚胺引发的烯丙基亚胺的 aza-Prins 反应是在 TMSX 存在下合成涉及三氟甲基的螺吲哚衍生物。这种环化反应操作简单，在温和的条件下使用无毒试剂进行。值得注意的是，虽然我们之前的工作在一锅法中无法与 TMSX（X = Cl、I 等）兼容，但这项工作描述了通过步骤与 TMSX（X = Cl、I 等）成功的 aza-Prins 反应：一步一步的过程。

更新日期：2021-12-31

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