4.7 Article

Alkylations of Arylboronic Acids including Difluoroethylation/Trifluoroethylation via Nickel-Catalyzed Suzuki Cross-Coupling Reaction

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 12, Pages 2721-2727

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500346

Keywords

C(sp(3))-C(sp(2)) bond formation; 2,2-difluoroethylation; nickel catalyst; Suzuki cross-coupling; 2,2,2-trifluoroethylation

Funding

  1. National Natural Science Foundation of China [81321092]
  2. SKLDR/SIMM [SIMM1403ZZ-01]

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An efficient alkylation method of functionalized alkyl halides under mild nickel-catalyzed C(sp(3))-C(sp(2)) Suzuki cross-coupling conditions is described. The features of this approach are excellent functional group compatibility, low cost nickel catalyst, and the use of a mild base. This is also the first successful example of the nickel-catalyzed direct 2,2-difluoroethylation or 2,2,2-trifluoroethylation of aryl-/heteroarylboronic acids.

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