Efficient Palladium-Catalyzed Synthesis of 2-Aryl Propionic Acids



Neumann, Helfried, Sergeev, Alexey ORCID: 0000-0003-1587-2517, Spannenberg, Anke and Beller, Matthias
(2020) Efficient Palladium-Catalyzed Synthesis of 2-Aryl Propionic Acids. Molecules, 25 (15).

[img] Text
Molecules_2020_25_3421_Beller.pdf - OA Published Version

Download (6MB) | Preview

Abstract

A flexible two-step, one-pot procedure was developed to synthesize 2-aryl propionic acids including the anti-inflammatory drugs naproxen and flurbiprofen. Optimal results were obtained in the presence of the novel ligand neoisopinocampheyldiphenylphosphine (NISPCPP) (9) which enabled the efficient sequential palladium-catalyzed Heck coupling of aryl bromides with ethylene and hydroxycarbonylation of the resulting styrenes to 2-aryl propionic acids. This cascade transformation leads with high regioselectivity to the desired products in good yields and avoids the need for additional purification steps.

Item Type: Article
Uncontrolled Keywords: Heck reaction, styrene, methoxycarbonylation, profene, palladium
Depositing User: Symplectic Admin
Date Deposited: 29 Jul 2020 13:22
Last Modified: 03 Apr 2021 11:00
DOI: 10.3390/molecules25153421
Related URLs:
URI: https://livrepository.liverpool.ac.uk/id/eprint/3095577