Pd-Catalyzed β-C(sp3 )-H Arylation of Propionic Acid and Related Aliphatic Acids.
Kiron K GhoshManuel van GemmerenPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2017)
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.