4.7 Article

Suzuki Coupling of Potassium Cyclopropyl- and Alkoxymethyltrifluoroborates with Benzyl Chlorides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 6, Pages 2966-2970

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo202686p

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Funding

  1. National Institutes of Health [R01 GM035249]
  2. Neuroscience Medicinal Chemistry Department of Janssen Pharmaceutica

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Efficient Csp(3)-Csp(3) Suzuki couplings have been developed with loth potassium cyclopropyl- and alkoxymethyltrifluoroborates. Moderate to good yields have been achieved in the cross-coupling of potassium cyclopropyltrifluoroborate with benzyl chlorides possessing electron-donating or electron-withdrawing substituents. Benzyl chloride was also successfully cross-coupled to potassium alkoxymethyltrifluoroborates derived from primary, secondary, and tertiary alcohols.

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