Copper-catalyzed regioselective fluorination of allylic halides

Angew Chem Int Ed Engl. 2013 Jul 15;52(29):7549-53. doi: 10.1002/anie.201301891. Epub 2013 Jun 14.

Abstract

Group activity: A novel copper-catalyzed fluorination of internal allylic bromides and chlorides has been developed by using Et3N⋅3 HF as the fluorine source. A functional group (FG) within the substrate is required to achieve the allylic fluorination, and a variety of secondary allylic fluoride compounds can be accessed in good yield with excellent regioselectivity.

Keywords: allylic halides; copper catalysis; fluorination; regioselectivity; synthetic methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allyl Compounds / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Halogenation
  • Stereoisomerism

Substances

  • Allyl Compounds
  • Copper
  • allyl bromide
  • allyl chloride