4.8 Article

One-Pot Gold-Catalyzed Aminofluorination of Unprotected 2-Alkynylanilines

Journal

ORGANIC LETTERS
Volume 15, Issue 11, Pages 2766-2769

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401098b

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Funding

  1. Universita dell'Aquila
  2. Ministere de l'Education et de la Recherche
  3. Centre National de la Recherche Scientifique (CNRS)

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A tandem gold(I)-catalyzed aminocylization/fluorination and a two-step, one-pot gold(III)-catalyzed cyclization/electrophilic fluorination provide a convenient and general method for the synthesis of 3,3-difluoro-2-substituted-3H-indoles in good yield under mild conditions. Extension of the procedure to the synthesis of 2-aryl-3-fluoro-1H-indoles is described. The reaction proceeds smoothly in green ethanol and does not require any base, acid, or N-protective group.

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