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Pd-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with 2-Chloroacetates and 2-Chloroacetamides

Gary A. Molander*, Thiago Barcellos 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:

G. A. Molander, T. Barcellos, K. M. Traister, Org. Lett., 2013, 15, 3342-3345.

DOI: 10.1021/ol401377q


2-Chloroacetates as well as secondary and tertiary 2-chloroacetamides were successfully employed as electrophiles in the Suzuki-Miyaura cross-coupling reaction with potassium (E)- and (Z)-alkenyltrifluoroborates, affording the corresponding (E)- and (Z)-β,γ-unsaturated esters and amides in high yield.

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Key Words

Alkenylation, Suzuki Coupling

ID: J54-Y2013