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

Gary A. Molander * and Kaitlin M. Traister

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email: gmolandrsas.upenn.edu

G. A. Molander, K. M. Traister, Org. Lett., 2013, 15, 5052-5055.

DOI: 10.1021/ol402391z (free Supporting Information)


Abstract

A mild Suzuki-Miyaura cross-coupling reaction achieves the synthesis of a broad range of β,γ-alkynyl esters and amides using air-stable potassium alkynyltrifluoroborates as nucleophilic partners. Propargyl esters and amides were obtained in high yields using a low catalyst loading.

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Key Words

alkynes, carboxylic compounds, Suzuki Coupling


ID: J54-Y2013