Palladium-Catalyzed Chemoselective Borylation of (Poly)halogenated Aryl Triflates and Their Application in Consecutive Reactions

Shan Shan Ng, Zicong Chen, On Ying Yuen, Chau Ming So

Research output: Journal article publicationJournal articleAcademic researchpeer-review

Abstract

This study reports the palladium-catalyzed chemoselective borylation of (poly)halogenated aryl triflates with a reactivity order of C−Cl>C−OTf. A catalyst system comprising Pd(OAc)2 and SelectPhos (L1) enables a reaction with high reactivity and chemoselectivity. The consecutively chemoselective borylation reaction followed by the chemoselective intermolecular Suzuki-Miyaura reaction can be performed using a one-pot two-step approach to synthesize unsymmetrical biaryl compounds containing the triflate moiety. The reaction can be scaled up to the gram scale without diminishing the yield and chemoselectivity. (Figure presented.).

Original languageEnglish
Pages (from-to)1596-1601
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume364
Issue number9
DOIs
Publication statusPublished - 26 Apr 2022

Keywords

  • (Poly)halogenated aryl triflates
  • Borylation
  • Chemoselective reaction
  • Palladium
  • Phosphines

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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