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Catalytic Synthesis of Potassium Acyltrifluoroborates (KATs) through Chemoselective Cross-Coupling with a Bifunctional Reagent.

Dino WuNicole A FohnJeffrey W Bode
Published in: Angewandte Chemie (International ed. in English) (2019)
Potassium acyltrifluoroborates (KATs) are increasingly important functional groups, and general methods for their preparation are of great current interest. We report a bifunctional iminium reagent bearing both a tin nucleophile and a trifluoroborate, which was applied in chemoselective Pd0 -catalyzed Migita-Kosugi-Stille cross-coupling reactions owith aryl and vinyl halides. This method gives access to previously inaccessible aromatic and α,β-unsaturated acyltrifluoroborates, including precursors to amino-acid derived KATs.
Keyphrases
  • amino acid
  • highly efficient
  • metal organic framework
  • room temperature
  • high resolution
  • simultaneous determination