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Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation

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Listed:
  • Weigang Zhang

    (Nanjing University)

  • Zhenlei Zou

    (Nanjing University)

  • Wenxuan Zhao

    (Nanjing University)

  • Shuo Lu

    (Nanjing University)

  • Zhengguang Wu

    (Nanjing University)

  • Mengjun Huang

    (Nanjing University)

  • Xiaochen Wang

    (Nanjing University)

  • Yi Wang

    (Nanjing University)

  • Yong Liang

    (Nanjing University)

  • Yi Zhu

    (Jiangnan University)

  • Youxuan Zheng

    (Nanjing University)

  • Yi Pan

    (Nanjing University)

Abstract

Vinylboronates and alkylboronates are key components in variegated transformations in all facets of chemical science. The synthesis of vinylboronates and alkylboronates suffers from step-tedious and poor stereoselective procedures. We have developed a regulated radical difunctionalization strategy for the construction of fluorine-containing vinylboronates and alkylboronates with an integrated redox-active reagent IMDN-SO2RF. This bench-stable imidazolium sulfonate cationic salt offers a scalable and operational protocol for the fluoroalkylation-borylation of unsaturated hydrocarbons in a high regio- and stereoselective manner. The products can be further transformed into valuable fluorinated building blocks.

Suggested Citation

  • Weigang Zhang & Zhenlei Zou & Wenxuan Zhao & Shuo Lu & Zhengguang Wu & Mengjun Huang & Xiaochen Wang & Yi Wang & Yong Liang & Yi Zhu & Youxuan Zheng & Yi Pan, 2020. "Integrated redox-active reagents for photoinduced regio- and stereoselective fluorocarboborylation," Nature Communications, Nature, vol. 11(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:11:y:2020:i:1:d:10.1038_s41467-020-16477-1
    DOI: 10.1038/s41467-020-16477-1
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