Rhodium-Mediated Decarboxylative Conjugate Addition of Fluorinated Benzoic Acids: Stoichiometric and Catalytic Transformations


  • Financial support for this research was provided by an ND EPSCoR seed grant (EPS-0447679) and the NDSU startup fund. We thank Dr. Angel Ugrinov for assistance with X-ray crystallographic analysis.


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Depending on the bisphosphine ligand, the decarboxylation of 2,6-difluorinated benzoic acids with a RhI catalyst in the presence of an acrylic ester or acrylamide led preferentially to conjugate addition (product 1) or Heck–Mizoroki arylation (product 2; binap=2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl, diop=4,5-bis(diphenylphosphanylmethyl)-2,2-dimethyl-1,3-dioxolane).