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General Reaction Conditions for the Palladium-Catalyzed Vinylation of Aryl Chlorides with Potassium Alkenyltrifluoroborates

Emilio Alacid and Carmen Nájera*

*Departamento de Qíumica Orgánica, Facultad de Ciencias, and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080-Alicante, Spain, Email:

E. Alacid, C. Nájera, J. Org. Chem., 2009, 74, 8191-8195.

DOI: 10.1021/jo901681s (free Supporting Information)


Activated and deactivated aryl and heteroaryl chlorides are efficiently cross-coupled with potassium alkenyltrifluoroborates using 4-hydroxyacetophenone oxime derived palladacycle as precatalyst, Binap as ligand, and Cs2CO3 as base in DMF at 120 °C. The corresponding cross-coupled compounds are obtained in good yields and with high regio- and diastereoselectivity.

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Palladium-Catalyzed Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates with Organic Halides in Aqueous Media

E. Alacid, C. Nájera, J. Org. Chem., 2009, 74, 2321-2327.

Key Words

Suzuki Coupling, Styrenes

ID: J42-Y2009-3170