4.8 Article

Iridium-Catalyzed Redox-Neutral C2 and C3 Dual C-H Functionalization of Indoles with Nitrones toward 7H-Indolo[2,3-c]quinolines

Journal

ORGANIC LETTERS
Volume 23, Issue 21, Pages 8229-8234

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02975

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Funding

  1. National Natural Science Foundation of China [21602019]
  2. Jiangsu Key Laboratory of Advanced Catalytic Materials Technology [BM2012110]
  3. Advanced Catalysis and Green Manufacturing Collaborative Innovation Center

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The iridium-catalyzed redox-neutral C-2 and C-3 dual C-H functionalization of indoles with nitrones has been developed to provide 7H-indolo[2,3-c]quinolines with high efficiency and regioselectivity. This newly developed reaction features readily available substrates, operational simplicity, broad scope, good to high efficiency, and excellent regioselectivity, which differs from previous methods.
An iridium-catalyzed redox-neutral C-2 and C-3 dual C-H functionalization of indoles with nitrones has been developed, furnishing a range of 7H-indolo[2,3-c]quinolines with high efficiency and regioselectivity under mild reaction conditions. Notably, sequential multiple C-H bond cleavage and C-C bond formation constitute the key events of this process, in which nitrone serves as a building block and an oxidant. Distinct from the previous methods toward 7H-indolo[2,3-c]quinolines, this newly developed reaction features readily available substrates, operational simplicity, broad scope, good to high efficiency, and excellent regioselectivity.

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