4.8 Article

Rh(III)-Catalyzed Oxidative Spirocyclization of Isoquinolones with α-Diazo-1,3-indandiones

期刊

ORGANIC LETTERS
卷 21, 期 11, 页码 4082-4086

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01263

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资金

  1. NSFC [21202040, 21603062, 21572047]
  2. China Postdoctoral Science Foundation [2014M552007, 2015T80771]
  3. Plan for Scientific Innovation Talents of Henan Province [184200510012]
  4. 111 Project [D17007]

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Rh(III)-catalyzed site-selective oxidative spirocyclization reactions of isoquinolones with alpha-diazo-1,3-indandiones leading to three kinds of Spiro compounds by employing isoquinolones with different structural features or tuning the reaction parameters are presented. In addition, a plausible catalytic cycle is proposed on the basis of control experimental results and density functional theory calculations. Finally, the diverse transformations of the spiro products into other complex skeletons demonstrate the synthetic utility of this protocol.

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