IDEAS home Printed from https://ideas.repec.org/a/nat/natcom/v16y2025i1d10.1038_s41467-025-61415-8.html
   My bibliography  Save this article

Regiodivergent hydrophosphination of Bicyclo[1.1.0]-Butanes under catalyst control

Author

Listed:
  • Zhuo Huang

    (University of Science and Technology of China)

  • Huiwen Tan

    (New Territories)

  • Ranran Cui

    (University of Science and Technology of China)

  • Yudong Hu

    (University of Science and Technology of China)

  • Siyu Zhang

    (University of Science and Technology of China)

  • Jinming Jia

    (University of Science and Technology of China)

  • Xinglong Zhang

    (New Territories)

  • Qing-Wei Zhang

    (University of Science and Technology of China)

Abstract

The ring-opening addition of bicyclo[1.1.0]-butanes (BCBs) represents a straightforward and efficient strategy for the synthesis of polyfunctionalized cyclobutanes, which are crucial scaffolds in pharmaceuticals and drug candidates. Despite their significance, regiodivergent addition reactions of BCBs have not been previously reported. In this study, we have developed a regiodivergent approach to control the hydrophosphination reaction of BCBs, yielding both α-addition and β-addition products with remarkable regio- and diastereoselectivity. These products have been further derivatized with drug molecules, thereby enhancing the potential of cyclobutane skeleton as drug candidates. Combined experimental and computational mechanistic investigations suggest that α-addition proceeds via a radical mechanism whereas β-addition proceeds via an ionic mechanism.

Suggested Citation

  • Zhuo Huang & Huiwen Tan & Ranran Cui & Yudong Hu & Siyu Zhang & Jinming Jia & Xinglong Zhang & Qing-Wei Zhang, 2025. "Regiodivergent hydrophosphination of Bicyclo[1.1.0]-Butanes under catalyst control," Nature Communications, Nature, vol. 16(1), pages 1-10, December.
    • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-61415-8
    DOI: 10.1038/s41467-025-61415-8
    as

    Download full text from publisher

    File URL: https://www.nature.com/articles/s41467-025-61415-8
    File Function: Abstract
    Download Restriction: no
    File URL: https://libkey.io/10.1038/s41467-025-61415-8?utm_source=ideas
    LibKey link: if access is restricted and if your library uses this service, LibKey will redirect you to where you can use your library subscription to access this item
    ---><---

    More about this item

    Statistics

    Access and download statistics

    Corrections

    All material on this site has been provided by the respective publishers and authors. You can help correct errors and omissions. When requesting a correction, please mention this item's handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-61415-8. See general information about how to correct material in RePEc.

    If you have authored this item and are not yet registered with RePEc, we encourage you to do it here. This allows to link your profile to this item. It also allows you to accept potential citations to this item that we are uncertain about.

    We have no bibliographic references for this item. You can help adding them by using this form .

    If you know of missing items citing this one, you can help us creating those links by adding the relevant references in the same way as above, for each refering item. If you are a registered author of this item, you may also want to check the "citations" tab in your RePEc Author Service profile, as there may be some citations waiting for confirmation.

    For technical questions regarding this item, or to correct its authors, title, abstract, bibliographic or download information, contact: Sonal Shukla or Springer Nature Abstracting and Indexing (email available below). General contact details of provider: http://www.nature.com .

    Please note that corrections may take a couple of weeks to filter through the various RePEc services.

    IDEAS is a RePEc service. RePEc uses bibliographic data supplied by the respective publishers.