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

Org Lett. 2018 Nov 16;20(22):7326-7331. doi: 10.1021/acs.orglett.8b03284. Epub 2018 Nov 7.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't