Monatshefte für Chemie - Chemical Monthly

, Volume 144, Issue 4, pp 523–529 | Cite as

Expanding the oxidative chemistry of organocopper reagents: facile oxidative cross-coupling of copper acetylides with arylboronic acids

  • Florian Verna
  • Céline Guissart
  • Jonathan Pous
  • Gwilherm Evano
Original Paper

Abstract

We have developed an efficient procedure for oxidative cross-coupling between arylboronic acids and alkynylcopper reagents. Upon simple addition of 1,10-phenanthroline in the presence of oxygen, these highly stable, readily available polymeric reagents are easily activated and transfer their alkynyl group after subsequent transmetallation with the boronic acid. These results further expand the oxidative chemistry of organocopper compounds together with providing a user-friendly entry to diaryl acetylenes.

Graphical abstract

Keywords

Organocopper reagents Copper acetylides Oxidative coupling Boronic acids Alkynes Transmetallation 

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Copyright information

© Springer-Verlag Wien 2013

Authors and Affiliations

  • Florian Verna
    • 1
  • Céline Guissart
    • 1
  • Jonathan Pous
    • 1
  • Gwilherm Evano
    • 1
  1. 1.Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie OrganiquesUniversité Libre de BruxellesBrusselsBelgium

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