C–H FUNCTIONALIZATION

Teaching an old ligand new tricks

Tertiary amines are poor directing groups for C(sp3)–H activation using Pdii catalysts due to favourable β-hydride elimination pathways. Now, an N-acetyl amino acid ligand is shown to shut down this deleterious pathway, enabling facile arylation of a highly medicinally relevant group of compounds.

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Fig. 1: Mechanism and synthetic exploration of Pd-catalysed γ-C(sp3)–H arylation of tertiary amines.

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Correspondence to Michael C. Young.

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Twitter: @YoungGroupChem

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Landge, V.G., Young, M.C. Teaching an old ligand new tricks. Nat. Chem. 12, 12–14 (2020) doi:10.1038/s41557-019-0395-6

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