Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 70, Pages 17697-17700Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201705449
Keywords
arylation; carboxylic acids; C-H activation; palladium; propionic acid
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Funding
- Max Planck Society
- FCI
- Alexander von Humboldt Foundation
- WWU Munster
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A generally applicable Pd-catalyzed protocol for the beta-C(sp(3))-H arylation of propionic acid and related alpha-branched aliphatic acids is reported. Enabled by the use of N-acetyl-beta-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.
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