Topics in Catalysis

, Volume 60, Issue 8, pp 545–553 | Cite as

Stereoselective Carboperfluoroalkylation of Internal Alkynes: Mechanistic Insights

Original Paper

Abstract

A Pd-catalyzed difunctionalization of internal alkynes combining boronic acids and perfluoroalkyl iodides under mild conditions is described here. Tetrasubstituted olefins containing perfluoroalkyl groups are synthesized in high yields in a regio- and stereoselective manner. Mechanistic studies have been carried out to shed light on the nature of the likely intermediates involved in these transformations.

Keywords

Perfluoroalkyl halides Alkynes Radicals Boron Difunctionalization 

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Copyright information

© Springer Science+Business Media New York 2017

Authors and Affiliations

  • Zhaodong Li
    • 1
  • Estíbaliz Merino
    • 1
  • Cristina Nevado
    • 1
  1. 1.Department of ChemistryUniversity of ZurichZurichSwitzerland

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