A modular synthesis of functionalised phenols enabled by controlled boron speciation

John J. Molloy, Robert P. Law, James W.B. Fyfe, Ciaran P. Seath, David J. Hirst, Allan J.B. Watson

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

A modular synthesis of functionalised biaryl phenols from two boronic acid derivatives has been developed via one-pot Suzuki-Miyaura cross-coupling, chemoselective control of boron solution speciation to generate a reactive boronic ester in situ, and oxidation. The utility of this method has been further demonstrated by application in the synthesis of drug molecules and components of organic electronics, as well as within iterative cross-coupling.
LanguageEnglish
Number of pages10
JournalOrganic and Biomolecular Chemistry
Early online date21 Jan 2015
DOIs
Publication statusE-pub ahead of print - 21 Jan 2015

Fingerprint

Boronic Acids
Boron
Phenols
cross coupling
phenols
Esters
boron
synthesis
Pharmaceutical Preparations
esters
drugs
Electronic equipment
Derivatives
Oxidation
oxidation
acids
Molecules
electronics
molecules

Keywords

  • boronic acid
  • chemoselective control
  • boron
  • phenols

Cite this

Molloy, J. J., Law, R. P., Fyfe, J. W. B., Seath, C. P., Hirst, D. J., & Watson, A. J. B. (2015). A modular synthesis of functionalised phenols enabled by controlled boron speciation. Organic and Biomolecular Chemistry. https://doi.org/10.1039/C5OB00078E
Molloy, John J. ; Law, Robert P. ; Fyfe, James W.B. ; Seath, Ciaran P. ; Hirst, David J. ; Watson, Allan J.B. / A modular synthesis of functionalised phenols enabled by controlled boron speciation. In: Organic and Biomolecular Chemistry. 2015.
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A modular synthesis of functionalised phenols enabled by controlled boron speciation. / Molloy, John J.; Law, Robert P.; Fyfe, James W.B.; Seath, Ciaran P.; Hirst, David J.; Watson, Allan J.B.

In: Organic and Biomolecular Chemistry, 21.01.2015.

Research output: Contribution to journalArticle

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