• Mikhail V. Kalyaev
  • Dmitry S. Ryabukhin
  • Marina A. Borisova
  • Alexander Yu Ivanov
  • Irina A. Boyarskaya
  • Kristina E. Borovkova
  • Lia R. Nikiforova
  • Julia V. Salmova
  • Nikolay V. Ul’yanovskii
  • Dmitry S. Kosyakov
  • Aleksander V. Vasilyev

Reactions of 3-(furan-2-yl)propenoic acids and their esters with arenes in Brønsted superacid TfOH affords products of hydroarylation of the carbon–carbon double bond, 3-aryl-3-(furan-2-yl)propenoic acid derivatives. According to NMR and DFT studies, the corresponding O,C-diprotonated forms of the starting furan acids and esters should be reactive electrophilic species in these transformations. Starting compounds and their hydroarylation products, at a concentration of 64 µg/mL, demonstrate good antimicrobial activity against yeast-like fungi Candida albicans. Apart from that, these compounds suppress Escherichia coli and Staphylococcus aureus.

Original languageEnglish
Article number4612
JournalMolecules
Volume27
Issue number14
DOIs
StatePublished - 19 Jul 2022

    Scopus subject areas

  • Drug Discovery
  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Physical and Theoretical Chemistry
  • Pharmaceutical Science
  • Organic Chemistry

    Research areas

  • antibacterial activity, carbocations, Friedel–Crafts reaction, furans, superelectrophilic activation, Microbial Sensitivity Tests, Anti-Infective Agents/chemistry, Esters/pharmacology, Escherichia coli, Propionates, Furans/pharmacology, Carbon

ID: 99543424