Synthesis of 2-Arylpropionic Acids by Pd-Catalyzed Carbonylation of Vinylarenes in the Presence of Formic Acid under Mild Conditions

Synthesis of 2-Arylpropionic Acids by Pd-Catalyzed Carbonylation of Vinylarenes in the Presence of Formic Acid under Mild Conditions Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1608-3393 , E-ISSN: 1070-4280

Output data

Year: 2025, Volume: 61, Number: 6, Pages: 988-997 Pages count : 10 DOI: 10.1134/s107042802560130x

Authors

Ustyuzhanin A.O. ¹ , Bondarenko T.N. ¹ , Podgornaia P.A. ² , Tsapkina M.V. ¹ , Eliseev O.L. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 119991, Moscow, Russia
2	Mendeleev University of Chemical Technology of Russia (Higher Chemical College RAS), 125047, Moscow, Russia

An efficient synthesis of valuable 2-arylpropanoic acids by Pd-catalyzed carbonylation of the corresponding alkenes with CO and formic acid is described. High regioselectivity is achieved by the addition of polyvinylpyrrolidone. The advantages of the proposed method include mild reaction conditions, an accessible catalytic system, and low Pd loading. The target 2-arylpropanoic acids were obtained in yields ranging from 48 to 77%. The method was applied in the total synthesis of rac-naproxen starting from commercially available 6-hydroxy-2-naphthoic acid. The hydroxycarbonylation of vinyl acetate to produce 2-acetoxypropanoic acid is also demonstrated.

Ustyuzhanin A.O. , Bondarenko T.N. , Podgornaia P.A. , Tsapkina M.V. , Eliseev O.L.
Synthesis of 2-Arylpropionic Acids by Pd-Catalyzed Carbonylation of Vinylarenes in the Presence of Formic Acid under Mild Conditions
Russian Journal of Organic Chemistry. 2025. V.61. N6. P.988-997. DOI: 10.1134/s107042802560130x WOS Scopus OpenAlex

Web of science:	WOS:001529083700005
Scopus:	2-s2.0-105010597726
OpenAlex:	W4412372667

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