4.7 Article

Rh(III)-Catalyzed Redox-Neutral Annulation of Primary Benzamides with Diazo Compounds: Approach to Isoquinolinones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 5, Pages 2166-2173

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02824

Keywords

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Funding

  1. National Natural Science Foundation of China [NSFC21572272, NSFC21502232]
  2. Natural Science Foundation of Jiangsu Province [BK20140655]
  3. Foundation of State Key Laboratory of Natural Medicines [ZZJQ201306]

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Reported herein is a Rh-catalyzed redox-neutral annulation of primary benzamides with diazo compounds, representing an efficient and economic protocol to isoquinolinones. The procedure exhibited good functional group tolerability, scalability, and regioselectivity, obviating the need for oxidants, and only environmentally benign N-2 and H2O,were released. Further utilization of the method provided an alternative route to functionalized isoquinolines.

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