Chemoselective Suzuki-Miyaura cross-coupling via kinetic transmetallation

James W. B. Fyfe, Neal J. Fazakerley, Allan J. B. Watson

Research output: Contribution to journalArticlepeer-review

52 Citations (Scopus)


Chemoselective Suzuki-Miyaura cross-coupling generally requires a designed deactivation of one nucleophile towards transmetallation. Here we show that boronic acids can be chemoselectively reacted in the presence of ostensibly equivalently reactive boronic acid pinacol (BPin) esters by kinetic discrimination during transmetallation. Simultaneous electrophile control allows sequential chemoselective cross-couplings in a single operation in the absence of protecting groups.
Original languageEnglish
Pages (from-to)1249-1253
JournalAngewandte Chemie International Edition
Issue number5
Early online date2 Dec 2016
Publication statusPublished - 24 Jan 2017


  • Multinucleophile systems
  • Chemical synthesis
  • Chemoselectivity
  • Organoborons
  • Arylboron nucleophiles
  • Transmetallation
  • Kinetic discrimination
  • Suzuki-Miyaura reaction
  • Boron
  • Cross-coupling
  • Palladium


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