Suzuki-Miyaura Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates

Gary A. Molander* and Carmen R. Bernardi

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, Email: gmolandrsas.upenn.edu

G. A. Molander, C. R. Bernardi, J. Org. Chem., 2002, 67, 8424-8429.

DOI: 10.1021/jo026236y

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Abstract

The palladium-catalyzed cross-coupling reaction of potassium alkenyltrifluoroborates with aryl and heteroaryl halides and triflates proceeds readily with moderate to excellent yields. The alkenyl cross-coupling reaction can generally be effected using 2 mol % of PdCl₂(dppf)·CH₂Cl₂ as catalyst in i-PrOH-H₂O in the presence of t-BuNH₂ as the base.

see article for more examples

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Palladium(0)-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions of Potassium Aryl- and Heteroaryltrifluoroborates with Alkenyl Bromides

G. A. Molander, T. Fumagalli, J. Org. Chem., 2006, 71, 5743-5747.

Suzuki-Miyaura Cross-Coupling Reactions of Potassium Vinyltrifluoroborate with Aryl and Heteroaryl Electrophiles

G. A. Molander, A. R. Brown, J. Org. Chem., 2006, 71, 9681-9686.

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Key Words

Potassium alkenyltrifluoroborates, Suzuki Coupling, Alkenylation

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ID: J42-Y2002-210