Tetrahedron letters2022,Vol.884.DOI:10.1016/j.tetlet.2021.153512

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

Kim, Jaehwan Park, Se Yeon Jung, Myeongjin Jang, Woo Cheol Ko, Haye Min
Tetrahedron letters2022,Vol.884.DOI:10.1016/j.tetlet.2021.153512

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

Kim, Jaehwan 1Park, Se Yeon 1Jung, Myeongjin 1Jang, Woo Cheol 1Ko, Haye Min1
扫码查看

作者信息

  • 1. Wonkwang Univ
  • 折叠

Abstract

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 stepby-step process. (c) 2021 Elsevier Ltd. All rights reserved.

Key words

Aza-Prins reaction/N 2k/2-trifluoroethylisatin ketimine/Spirooxindole/Umpolung allylation/TMSX (X = Cl/Br/I etc/DERIVATIVES/CYCLOADDITION/ISATINS

引用本文复制引用

出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN:0040-4039
参考文献量23
段落导航相关论文