Ghosh Kiron K, van Gemmeren Manuel
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149, Münster, Germany.
Max Planck Institute for Chemical Energy Conversion, Stiftstraße 34-36, 45470, Mülheim an der Ruhr, Germany.
Chemistry. 2017 Dec 14;23(70):17697-17700. doi: 10.1002/chem.201705449. Epub 2017 Nov 30.
A generally applicable Pd-catalyzed protocol for the β-C(sp )-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.
报道了一种普遍适用的钯催化方法，用于丙酸及相关α-支链脂肪酸的β-C(sp³)-H芳基化反应。通过使用N-乙酰基-β-丙氨酸作为配体，我们的方法能得到多种芳基化产物。值得注意的是，极具挑战性的底物丙酸，其不存在任何通过索普-英戈尔德效应产生的加速作用，却能以具有合成实用价值的产率用作底物。此外，还展示了该方法的可扩展性和合成适用性。
