Library of biphenyl privileged substructures using a safety-catch linker approach

Research output: Contribution to journalJournal articleResearchpeer-review

  • Rune Severinsen
  • Gregory T Bourne
  • Tran T Tran
  • Michael Ankersen
  • Mikael Begtrup
  • Mark L Smythe
A biphenyl privileged structure library containing three attachment points were synthesized using a catechol-based safety-catch linker strategy. The method requires the attachment of a bromo-acid to the linker, followed by a Pd-catalyzed Suzuki cross-coupling reaction. Further derivatization, activation of the linker with strong acid and aminolysis afforded the respective products in high purity and good overall yield. To show the versatility of the synthesis, a 199-member library was generated. The library samples both conformational and chemical diversity about a well-known privileged substructure.
Original languageEnglish
JournalJournal of Combinatorial Chemistry
Volume10
Issue number4
Pages (from-to)557-566
ISSN1520-4766
DOIs
Publication statusPublished - 2008

Bibliographical note

Keywords: Biphenyl Compounds; Catalysis; Combinatorial Chemistry Techniques; Cross-Linking Reagents; Molecular Structure

ID: 10113426