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A new rapid multicomponent domino heteroannulation of heterocyclic ketene aminals: solvent-free regioselective synthesis of functionalized benzo[g]imidazo[1,2-a]quinolinediones.

Authors
  • Wen, Li-Rong
  • Sun, Qi-Chang
  • Zhang, Hai-Liang
  • Li, Ming
Type
Published Article
Journal
Organic & Biomolecular Chemistry
Publisher
The Royal Society of Chemistry
Publication Date
Feb 07, 2013
Volume
11
Issue
5
Pages
781–786
Identifiers
DOI: 10.1039/c2ob27137k
PMID: 23224037
Source
Medline
License
Unknown

Abstract

A highly efficient and straightforward three-component cascade reaction was developed to synthesize benzo[g]imidazo[1,2-a]quinolinedione derivatives from heterocyclic ketene aminals (HKAs), aldehydes, and 2-hydroxy-1,4-naphthoquinone (HNQ) via Et(3)N-catalyzed tandem [3 + 2 + 1] annulation under solvent-free conditions. The reactions were very mild, convenient and highly regioselective to form new fused tetracyclic target molecules.

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