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

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

Alexia Ville  1 , Julien Annibaletto  1 , Sébastien Coufourier  1   2 , Christophe Hoarau  1 , Rodolphe Tamion  2 , Guillaume Journot  2 , Cédric Schneider  1 , Jean-François Brière  1
Affiliations

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

Alexia Ville et al. Chemistry. .

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.

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References

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