4.8 Article

Pd-Catalyzed Alkynylation of 2-Chloroacetates and 2-Chloroacetamidds with Potassium Alkynyltrifluoroborates

Journal

ORGANIC LETTERS
Volume 15, Issue 19, Pages 5052-5055

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol402391z

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Funding

  1. NIH [NIGMS R01 035249]
  2. NSF (GOALI)

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The synthesis of beta,gamma-alkynyl esters and amides using air-stable potassium alkynyltrifluoroborates as nucleophilic partners in a mild Suzuki-Miyaura cross-coupling reaction has been achieved. Propargyl esters and amides were obtained In high yields using a low catalyst loading, and the substrate scope of the reaction has been significantly improved over previous methods.

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