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Photo-induced copper-catalyzed sequential 1,n-HAT enabling the formation of cyclobutanols

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  • Zhusong Cao

    (Central China Normal University (CCNU)
    University of Chinese Academy of Sciences, Chinese Academy of Sciences)

  • Jianye Li

    (Central China Normal University (CCNU))

  • Guozhu Zhang

    (Central China Normal University (CCNU)
    University of Chinese Academy of Sciences, Chinese Academy of Sciences)

Abstract

Cyclobutanols are privileged cyclic skeletons in natural products and synthetic building blocks. C(sp3)−H functionalization is a prolonged challenge in organic synthesis. The synthesis of cyclobutanols through double C(sp3)-H bond functionalization remains elusive. Here we report the efficient synthesis of cyclobutanols through intermolecular radical [3 + 1] cascade cyclization, involving the functionalization of two C − H bonds through sequential hydrogen atom transfer. The copper complex reduces the iodomethylsilyl alcohols efficiently under blue-light irradiation to initiate the tandem transformation. The mild reaction tolerates a broad range of functional groups and allows for the facile generation of elaborate polycyclic structures.

Suggested Citation

  • Zhusong Cao & Jianye Li & Guozhu Zhang, 2021. "Photo-induced copper-catalyzed sequential 1,n-HAT enabling the formation of cyclobutanols," Nature Communications, Nature, vol. 12(1), pages 1-8, December.
    • Handle: RePEc:nat:natcom:v:12:y:2021:i:1:d:10.1038_s41467-021-26670-5
    DOI: 10.1038/s41467-021-26670-5
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