4.8 Article

Nickel-Catalyzed Cross-Coupling of Potassium Aryl- and Heteroaryltrifluoroborates with Unactilvated Alkyl Halides

Journal

ORGANIC LETTERS
Volume 12, Issue 24, Pages 5783-5785

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol102717x

Keywords

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Funding

  1. NIH General Medical Sciences [R01 GM035249]
  2. NSF [CHE-0848460]
  3. CURF (University of Pennsylvania)
  4. Direct For Mathematical & Physical Scien
  5. Division Of Chemistry [0848460] Funding Source: National Science Foundation

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A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated on both the electrophilic and the nucleophilic partners. Chemoselective reactivity of C(sp(3))-Br bonds in the presence of C(sp(2))-Br bonds was achieved.

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