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Metallic reductant-free synthesis of α-substituted propionic acid derivatives through hydrocarboxylation of alkenes with a formate salt.

Jun TakayaKo MiyamaChuan ZhuNobuharu Iwasawa
Published in: Chemical communications (Cambridge, England) (2018)
A PGeP-pincer palladium-catalyzed hydrocarboxylation of styrenes to obtain pharmaceutically important α-arylpropionic acid derivatives was achieved using a formate salt as both a reductant and a CO2 source. The reaction was also applicable to vinylsulfone and acrylates. Isotope labeling experiments demonstrated that a CO2-recycling mechanism is operative through generation and reaction of a benzylpalladium complex as a carbon nucleophile. This protocol has realized a mild and atom economical CO2-fixation reaction without the necessity of using strong metallic reductants.
Keyphrases
  • electron transfer
  • randomized controlled trial
  • minimally invasive
  • molecular dynamics
  • molecular docking
  • gas chromatography
  • molecular dynamics simulations
  • simultaneous determination