An expedient synthesis of the fibril binding compound FSB via sequential Pd-catalyzed coupling reactions

Research output: Contribution to journalJournal articleResearchpeer-review

  • Mette Louise H Mantel
  • Lina S Søbjerg
  • Huynh, Tri Hien Viet
  • Jean-Philippe Ebran
  • Anders T Lindhardt
  • Niels C Nielsen
  • Troels Skrydstrup

The styryl benzene derivative (E, E)-1-fluoro-2,5-bis(3-hydroxycarbonyl-4-hydroxy)styrylbenzene (FSB), well-known for its binding to beta-amyloid peptide fibrils, was synthesized in an efficient manner exploiting two sequential palladium(0)-catalyzed coupling reactions in a 34% overall yield. This is a substantial improvement to the previously reported synthesis of FSB in 1.1%.

Original languageEnglish
JournalThe Journal of Organic Chemistry
Volume73
Issue number9
Pages (from-to)3570-3
Number of pages4
ISSN0022-3263
DOIs
Publication statusPublished - 2 May 2008

    Research areas

  • Catalysis, Molecular Structure, Palladium/chemistry, Styrenes/chemical synthesis

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