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Nucleophilic trifluoromethoxylation of alkyl halides without silver

Author

Listed:
  • Yan Li

    (Nankai University)

  • Yang Yang

    (Nankai University)

  • Jinrui Xin

    (Nankai University)

  • Pingping Tang

    (Nankai University)

Abstract

The biological properties of molecules containing the trifluoromethoxy group have made these compounds important targets in pharmaceuticals and agrochemicals, yet their preparation is still a substantial challenge. Herein, we present a practical nucleophilic trifluoromethoxylation of alkyl halides with (E)-O-trifluoromethyl-benzaldoximes (TFBO) as a trifluoromethoxylation reagent in the absence of silver under mild reaction conditions. The trifluoromethoxylation reagent TFBO is easily prepared and thermally stable, and can release CF3O− species in the presence of a base. Furthermore, broad scope and good functional group compatibility are demonstrated by application of the method to the late-stage trifluoromethoxylation of alkyl halides in complex small molecules.

Suggested Citation

  • Yan Li & Yang Yang & Jinrui Xin & Pingping Tang, 2020. "Nucleophilic trifluoromethoxylation of alkyl halides without silver," Nature Communications, Nature, vol. 11(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:11:y:2020:i:1:d:10.1038_s41467-020-14598-1
    DOI: 10.1038/s41467-020-14598-1
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