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Synthesis of Polyaromatic Rings: Rh(III)-Catalyzed [5 + 1] Annulation of Enaminones with Vinyl Esters through C-H Bond Functionalization.

Gaohui LiangJiaxin RongWangbin SunGengjia ChenYaojia JiangTeck Peng Loh
Published in: Organic letters (2018)
An expedient [5 + 1] annulation method via Rh(III)-catalyzed C-H bond functionalization of enaminones to synthesize polyaromatic rings is described. The reaction tolerates a broad range of functional groups and offers a new entry to construct polycyclic aromatic compounds with amino and formyl substituents. A possible reaction mechanism was proposed based on the results obtained from isotope labeling experiments.
Keyphrases
  • room temperature
  • electron transfer
  • transition metal
  • ionic liquid
  • gas chromatography