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

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 the similar cascade reactions. The targeted compounds were prepared by means of the mild reaction and 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 the liver cancer cell lines could provide a new avenue for the liver cancer drug discovery.

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Article information


Submitted
22 Oct 2019
Accepted
24 Dec 2019
First published
11 Jan 2020

Chem. Commun., 2020, Accepted Manuscript
Article type
Communication

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

J. Lei, G. Song, L. He, Y. Luo, D. Tang, H. Lin, B. Frett, H. Li, Z. Chen and Z. Xu, Chem. Commun., 2020, Accepted Manuscript , DOI: 10.1039/C9CC08220D

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