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Visible light induced 3-position-selective addition of arylpropiolic acids with ethers via C(sp3)-H functionalization.

Zi-Juan WanXiao-Feng YuanJun Luo
Published in: Organic & biomolecular chemistry (2021)
Although the 2-position-selective decarboxylative coupling or addition of arylpropiolic acids with cyclic ethers has been intensively investigated, selective functionalization of arylpropiolic acids at the 3-position is still a big challenge. Herein, an intriguing and mild method for visible light induced regioselective addition of arylpropiolic acids by attacking exclusively at the 3-position with cyclic/acyclic ethers was developed. A variety of 3,3-bis-substituted acrylic acids were successfully obtained in moderate to excellent yields. A plausible reaction mechanism involving an energy transfer induced radical addition in the presence of visible light and photocatalyst was proposed.
Keyphrases
  • visible light
  • energy transfer
  • high glucose
  • diabetic rats
  • quantum dots
  • big data
  • machine learning
  • molecular docking
  • mass spectrometry
  • high resolution
  • artificial intelligence
  • atomic force microscopy