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Selective Synthesis of Diaryl Sulfoxides and m-Arylthio Sulfones from Arylsulfinic Acids and Arenes via BF3-Promoted C-S Bond Formation.

Wei ShiTao MiaoYang LiPinhua LiLei Wang
Published in: Organic letters (2018)
A novel and efficient method for selective synthesis of diaryl sulfoxides and m-arylthio sulfones has been achieved from readily available arylsulfinic acids and arenes via an unusual sulfinyl cation, providing a range of structurally diverse products in good to excellent yields under mild conditions. Notably, mechanistic investigations suggested m-arylthio sulfones were generated from diaryl sulfoxides and sulfinyl cation by a sequence of redox reaction and electrophilic aromatic substitution process.
Keyphrases
  • ionic liquid
  • amino acid
  • electron transfer
  • solid state