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RAS Chemistry & Material ScienceЖурнал органической химии Russian Journal of Organic Chemistry

  • ISSN (Print) 0514-7492
  • ISSN (Online) 3034-6304

Synthesis of 2-Arylpropionic Acids by Pd-Catalyzed Carbonylation of Vinyl Arenes with Formic Acid under Mild Reaction Conditions

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PII
S3034630425070038-1
DOI
10.7868/S3034630425070038
Publication type
Article
Status
Published
Authors
A. O. Ustyuzhanin
  • Affiliation:
    N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
    Mendeleev University of Chemical Technology of Russia (Higher Chemical College RAS)
T. N. Bondarenko
  • Affiliation:
    N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
    Mendeleev University of Chemical Technology of Russia (Higher Chemical College RAS)
P. A. Podgornaya
  • Affiliation:
    N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
    Mendeleev University of Chemical Technology of Russia (Higher Chemical College RAS)
M. V. Tsapkina
  • Affiliation:
    N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
    Mendeleev University of Chemical Technology of Russia (Higher Chemical College RAS)
O. L. Eliseev
  • Affiliation:
    N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
    Mendeleev University of Chemical Technology of Russia (Higher Chemical College RAS)
Volume/ Edition
Volume 61 / Issue number 7
Pages
821-831
Abstract
Efficient synthesis of 2-arylpropionic acids by Pd-catalyzed carbonylation of vinyl arenes with CO and HCOOH is reported. Excellent regioselectivity to target 2-arylpropionic acids is achieved by the addition of some polyvinylpyrrolidone. Mild reaction conditions, available catalytic system and low Pd loading are the advantages of the proposed protocol. It was used in the total synthesis of rac-naproxen starting from commercially available 6-hydroxy-2-naphthoic acid. Additionally, vinyl acetate hydroxycarbonylation in 2-acetoxypropionic is demonstrated.
Keywords
алкены арилпропионовые кислоты палладиевый катализатор карбонилирование монооксид углерода муравьиная кислота поливинилпирролидон
Date of publication
01.07.2025
Year of publication
2025
Number of purchasers
0
Views
28

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