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Keywords:

  • aromaticity;
  • hypervalent compounds;
  • iodine;
  • reaction mechanisms;
  • regioselectivity
Thumbnail image of graphical abstract

Dearomatization: Treatment of phenols and naphthols substituted at the ortho position by a small electron-donating group D with chlorodiphenyl-λ3-iodane leads to their regioselective ortho phenylation to give cyclohexa-2,4-dienone derivatives (see scheme). The mechanism of this reaction involves a nonradical direct coupling of the ligands.