Nickel-catalyzed Csp2-Csp3 bond formation by carbon-fluorine activation

Chemistry. 2014 Mar 10;20(11):3162-8. doi: 10.1002/chem.201303809. Epub 2014 Feb 12.

Abstract

We report herein a general catalytic method for Csp(2)-Csp(3) bond formation through C-F activation. The process uses an inexpensive nickel complex with either diorganozinc or alkylzinc halide reagents, including those with β-hydrogen atoms. A variety of fluorine substitution patterns and functional groups can be readily incorporated. Sequential reactions involving different precatalysts and coupling partners permit the synthesis of densely functionalized fluorinated building blocks.

Keywords: cross-coupling; fluorine; nickel; synthetic methods; zinc.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Coordination Complexes / chemistry*
  • Fluorine / chemistry*
  • Halogens / chemistry*
  • Molecular Structure
  • Nickel / chemistry*

Substances

  • Coordination Complexes
  • Halogens
  • Fluorine
  • Nickel