4.8 Article

N-Difluoromethylation of Imidazoles and Benzimidazoles Using the Ruppert-Prakash Reagent under Neutral Conditions

Journal

ORGANIC LETTERS
Volume 16, Issue 1, Pages 54-57

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol403007j

Keywords

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Funding

  1. Loker Hydrocarbon Research Institute
  2. National Science Foundation [1048807]
  3. Direct For Mathematical & Physical Scien
  4. Division Of Chemistry [1048807] Funding Source: National Science Foundation

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Direct N-difluoromethylation of imidazoles and benzimidazoles has been achieved using TMS-CF3 (the Ruppert-Prakash reagent) under neutral conditions. Difluoromethylated products were obtained in good-to-excellent yields. Inexpensive, commercially available starting materials, neutral conditions, and shorter reaction times are advantages of this methodology. Reactions are accessible through conventional as well as microwave irradiation conditions.

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