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Divergent access to 5,6,7-perifused cycles

Author

Listed:
  • Jingpeng Han

    (Chongqing University)

  • Yongjian Yang

    (Chongqing University)

  • Yingjian Gong

    (Chongqing University)

  • Xuan Tang

    (Chongqing University)

  • Yi Tian

    (Chongqing University)

  • Baosheng Li

    (Chongqing University)

Abstract

Nitrogen-containing heterocycles are the key components in many pharmaceuticals and functional materials. In this study, we report a transition metal-catalyzed high-order reaction sequence for synthesizing a structurally unique N-center 5,6,7-perifused cycle (NCPC). The key characteristics include the formation of a seven-membered ring by the 8π electrocyclization of various alkenes and aromatic heterocycles as π-components, in which metal carbene species are generated that further induce the cleavage of the α-C-H or -C-C bond. Specifically, the latter can react with various nucleophilic reagents containing -O, -S, -N, and -C. The stereo-controlled late-stage modification of some complicated pharmaceuticals indicates the versatility of this protocol.

Suggested Citation

  • Jingpeng Han & Yongjian Yang & Yingjian Gong & Xuan Tang & Yi Tian & Baosheng Li, 2023. "Divergent access to 5,6,7-perifused cycles," Nature Communications, Nature, vol. 14(1), pages 1-11, December.
    • Handle: RePEc:nat:natcom:v:14:y:2023:i:1:d:10.1038_s41467-023-40801-0
    DOI: 10.1038/s41467-023-40801-0
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    References listed on IDEAS

    as
    1. Lei Li & Zhong-Liang Li & Fu-Li Wang & Zhen Guo & Yong-Feng Cheng & Na Wang & Xiao-Wu Dong & Chao Fang & Jingjiang Liu & Chunhui Hou & Bin Tan & Xin-Yuan Liu, 2016. "Radical aryl migration enables diversity-oriented synthesis of structurally diverse medium/macro- or bridged-rings," Nature Communications, Nature, vol. 7(1), pages 1-11, December.
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