4.6 Article

Nickel-Catalyzed Csp2-Csp3 Bond Formation by Carbon-Fluorine Activation

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 11, Pages 3162-3168

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201303809

Keywords

cross-coupling; fluorine; nickel; synthetic methods; zinc

Funding

  1. NSERC
  2. AstraZeneca Canada
  3. University of British Columbia

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We report herein a general catalytic method for Csp(2)Csp(3) bond formation through CF activation. The process uses an inexpensive nickel complex with either diorganozinc or alkylzinc halide reagents, including those with -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.

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