Issue 52, 2014

Catalyst-free cascade reaction of heterocyclic ketene aminals with N-substituted maleimide to synthesise bicyclic pyrrolidinone derivatives

Abstract

An efficient synthesis of highly substituted bicyclic pyrrolidinone derivatives via a cascade reaction of heterocyclic ketene aminals (HKAs) and N-substituted maleimide in an environmentally friendly medium under catalyst-free conditions is described. This protocol uses group-assisted purification (GAP) chemistry in which purification via chromatography and recrystallization can be avoided, and the pure products were obtained simply by washing the crude products with 95% ethanol. The library of bicyclic pyrrolidinone derivatives has been constructed with moderate to excellent yields.

Graphical abstract: Catalyst-free cascade reaction of heterocyclic ketene aminals with N-substituted maleimide to synthesise bicyclic pyrrolidinone derivatives

Supplementary files

Article information

Article type
Paper
Submitted
28 Apr 2014
Accepted
11 Jun 2014
First published
11 Jun 2014

RSC Adv., 2014,4, 27582-27590

Author version available

Catalyst-free cascade reaction of heterocyclic ketene aminals with N-substituted maleimide to synthesise bicyclic pyrrolidinone derivatives

J. Liu, H. Zhang, X. Lin, S. Yan and J. Lin, RSC Adv., 2014, 4, 27582 DOI: 10.1039/C4RA03863K

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