One-pot construction of functionalized aziridines and maleimides: Via a novel pseudo-Knoevenagel cascade reaction

Jie Lei, Gui Ting Song, Liu Jun He, Ya Fei Luo, Dian Yong Tang, Hui Kuan Lin, Brendan Frett, Hong Yu Li, Zhong Zhu Chen, Zhi Gang Xu

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

An Ugi, novel pseudo-Knoevenagel, ring expansion cascade reaction was discovered and utilized for the synthesis of aziridinyl succinimides in one-pot. Subsequently, densely functionalized aziridines and maleimides have been designed and synthesized through similar cascade reactions. The target compounds were prepared by means of a mild reaction and a simple operation procedure, which could be applicable to a broad scope of starting materials. This series of novel cascade reactions generates opportunities for the tailored synthesis of a wide range of biologically active scaffolds through tuneable Ugi inputs. Discovery of compound 8i with comparable potency to sorafenib in liver cancer cell lines could provide a new avenue for liver cancer drug discovery.

Original languageEnglish (US)
Pages (from-to)2194-2197
Number of pages4
JournalChemical Communications
Volume56
Issue number14
DOIs
StatePublished - Feb 18 2020
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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