Citation: Fu Xiaopan, Wang Yangyang, Yang Jinyue, Wu Gaorong, Xia Chengcai, Ji Yafei. Fully Substituted Pyrazoles Assisted Palladium-Catalyzed Late-Stage Arylation of C(sp2)—H Bond[J]. Chinese Journal of Organic Chemistry, ;2020, 40(12): 4305-4314. doi: 10.6023/cjoc202005080 shu

Fully Substituted Pyrazoles Assisted Palladium-Catalyzed Late-Stage Arylation of C(sp2)—H Bond

  • Corresponding author: Xia Chengcai, xiachc@163.com Ji Yafei, jyf@ecust.edu.cn
  • Received Date: 28 May 2020
    Revised Date: 28 June 2020
    Available Online: 22 July 2020

    Fund Project: Project supported by the National Natural Science Foundation of China (No. 21676088)the National Natural Science Foundation of China 21676088

Figures(6)

  • A successful protocol has been developed for palladium-catalyzed late-stage arylation of fully substituted pyrazoles. Through screening of optimazation of reaction parameters, the most efficient reaction conditions for mono-ortho-position arylation were obtained. This reaction features a broad substrate scope, good functional group tolerance as well as good to excellent yield. Moreover, the intermolecular competition experiments and gram scale reaction were also performed. The kinetic isotopic effect (KIE) result reveled C-H bond cleavage was involved in the rate-limiting step and a plausible mechanism was proposed based on the dual-core dimeric palladacycle.
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