4.8 Article

Nickel-Catalyzed Cascade Reaction of 2-Vinylanilines with gem-Dichloroalkenes

Journal

ORGANIC LETTERS
Volume 24, Issue 27, Pages 4855-4859

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01492

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Funding

  1. NSFC [21702035]
  2. Pearl River Talents Recruitment Program of Guangdong Province [2017GC010600]
  3. Science and Technology Program of Guangzhou [201804010455]
  4. High-level University Construction Fund of Guangdong Province [06-410-2107223]

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An efficient nickel-catalyzed cascade reaction has been developed for the synthesis of diversely substituted quinolines from 2-vinylanilines and gem-dichloroalkenes. This method provides an effective approach to access quinolines bearing various functional groups from easily available starting materials. Mechanistic studies suggest the involvement of two plausible pathways in the IPr-nickel catalytic system.
An efficient nickel-catalyzed cascade reaction of 2-vinylanilines with gem-dichloroalkenes has been developed to deliver diversely substituted quinolines in good to high yields. This protocol enables effective access to quinolines bearing various functional groups in the cascade process from readily available feedstock chemicals. Mechanistic studies suggest that two plausible pathways are involved in the IPr-nickel catalytic system.

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