Amine-Directed Palladium-Catalyzed C-H Halogenation of Phenylalanine Derivatives

Chemistry. 2021 Oct 7;27(56):13961-13965. doi: 10.1002/chem.202102411. Epub 2021 Sep 12.

Abstract

An efficient primary-amine-directed, palladium-catalyzed C-H halogenation (X=I, Br, Cl) of phenylalanine derivatives is reported on a range of quaternary amino acid (AA) derivatives thanks to suitable conditions employing trifluoroacetic acid as additive. The extension of this original native functionality-directed ortho-selective halogenation was even demonstrated with the more challenging native phenylalanine as tertiary AA.

Keywords: CH functionalization; amino acids; halogenation; homogenous catalysis; palladium.

MeSH terms

  • Amines*
  • Catalysis
  • Halogenation
  • Palladium*
  • Phenylalanine

Substances

  • Amines
  • Phenylalanine
  • Palladium