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Palladium-Catalyzed Negishi Cross-Coupling Reactions of Unactivated Alkyl Iodides, Bromides, Chlorides, and Tosylates

Jianrong Zhou and Gregory C. Fu*

*Contribution from the Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email:

J. Zhou, G. C. Fu, J. Am. Chem. Soc., 2003, 125, 12527-12530.

DOI: 10.1021/ja0363258


The use of 2% Pd2(dba)3/8% PCyp3/NMI in THF/NMP at 80C achieves the cross-coupling of a range of β-hydrogen-containing primary alkyl iodides, bromides, chlorides, and tosylates with an array of alkyl-, alkenyl-, and arylzinc halides. This method tolerates various functional groups.

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Key Words

Negishi Coupling, Alkanes, Alkenes

ID: J48-Y2003-1640