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. 2017 Dec 14;23(70):17697-17700.
doi: 10.1002/chem.201705449. Epub 2017 Nov 30.

Pd-Catalyzed β-C(sp3 )-H Arylation of Propionic Acid and Related Aliphatic Acids

Kiron K Ghosh  1 , Manuel van Gemmeren  1   2
Affiliations

Pd-Catalyzed β-C(sp3 )-H Arylation of Propionic Acid and Related Aliphatic Acids

Kiron K Ghosh et al. Chemistry. .

Abstract

A generally applicable Pd-catalyzed protocol for the β-C(sp3 )-H arylation of propionic acid and related α-branched aliphatic acids is reported. Enabled by the use of N-acetyl-β-alanine as ligand our protocol delivers a broad range of arylation products. Notably, the highly challenging substrate, propionic acid, which lacks any acceleration through the Thorpe-Ingold effect, can be employed as substrate with synthetically useful yields. Furthermore, the scalability and synthetic applicability of the protocol are demonstrated.

Keywords: C−H activation; arylation; carboxylic acids; palladium; propionic acid.

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