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

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

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 subs...

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Veröffentlicht in:Organic letters 2018-11, Vol.20 (22), p.7326-7331
Hauptverfasser: Liang, Gaohui, Rong, Jiaxin, Sun, Wangbin, Chen, Gengjia, Jiang, Yaojia, Loh, Teck-Peng
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container_issue 22
container_start_page 7326
container_title Organic letters
container_volume 20
creator Liang, Gaohui
Rong, Jiaxin
Sun, Wangbin
Chen, Gengjia
Jiang, Yaojia
Loh, Teck-Peng
description 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.
doi_str_mv 10.1021/acs.orglett.8b03284
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title Synthesis of Polyaromatic Rings: Rh(III)-Catalyzed [5 + 1] Annulation of Enaminones with Vinyl Esters through C–H Bond Functionalization
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