4.7 Article

Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 68, Pages 8429-8432

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc03496k

Keywords

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Funding

  1. NSFC [21971093]
  2. International Joint Research Centre for Green Catalysis and Synthesis [2016B01017, 18JR4RA003]
  3. 111 project
  4. Post-doctoral Foundation Project of Shenzhen Polytechnic [6021330006K]
  5. Canada Research Chair (Tier I) foundation
  6. E. B. Eddy Endowment Fund
  7. CFI
  8. NSERC
  9. FQRNT

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This study reports a photoinduced phosphonation reaction of aryl triflates with trialkyl phosphites without the use of transition-metal and external photosensitizer, providing good yields under mild reaction conditions. The strategy allows for the late-stage phosphonation of complex and biologically active compounds.
Photoinduced phosphonation of aryl triflates with trialkyl phosphites via a tandem single-electron-transfer, C-O bond cleavage and Arbuzov rearrangement process in the absence of transition-metal and external photosensitizer is reported herein. The protocol features good functional group compatibility and mild reaction conditions, providing various aryl phosphates in good to high yields. Furthermore, this strategy allows the late-stage phosphonation of complex and biologically active compounds.

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