Kumada-Corriu Reactions of Alkyl Halides with Alkynyl Nucleophiles

Lian-Ming Yang, Li-Fu Huang and Tien-Yau Luh*

*Institute of Chemistry, Academia Sinica, Nangang, Taipei, Taiwan 115, Email: tyluhchem.sinica.edu.tw

L.-M. Yang, L.-F. Huang, T.-Y. Luh, Org. Lett., 2004, 6, 1461-1463.

DOI: 10.1021/ol049686g

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Abstract

Pd₂(dba)₃-Ph₃P-catalyzed Kumada-Corriu coupling reactions of unactivated alkyl bromides or iodides with alkynyllithiums or the corresponding Grignard reagents furnish C_sp-C_sp3 bond formation. The superior performance of Ph₃P ligand over the trialkylphosphine ligands indicates that this cross-coupling reaction may be a reductive-elimination-controlled process.

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Key Words

Palladium-Catalysis, Kumada Coupling, Alkynes

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ID: J54-Y2004-330