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Synfacts 2025; 21(11): 1130
DOI: 10.1055/a-2703-2217
DOI: 10.1055/a-2703-2217
Metals in Synthesis
Palladium-Catalyzed Negishi Cross-Coupling of Unactivated Alkyl Electrophiles
Authors
Zhou J,
Fu GC *.
Massachusetts Institute of Technology, Cambridge, USA
Palladium-Catalyzed Negishi Cross-Coupling Reactions of Unactivated Alkyl Iodides, Bromides, Chlorides, and Tosylates.
J. Am. Chem. Soc. 2003;
125: 12527-12530
DOI: 10.1021/ja0363258
Palladium-Catalyzed Negishi Cross-Coupling Reactions of Unactivated Alkyl Iodides, Bromides, Chlorides, and Tosylates.
J. Am. Chem. Soc. 2003;
125: 12527-12530
DOI: 10.1021/ja0363258
Keywords
palladium catalysis - Negishi cross-coupling - alkyl halides - alkyl tosylates - organozinc reagent
Significance
The authors present an efficient palladium-catalyzed Negishi coupling of unactivated alkyl electrophiles with alkylzinc reagents. With broad functional-group tolerance and straightforward conditions, this method expands the scope of alkyl cross-couplings for constructing diverse C–C bonds.
Comment
This work showcases a robust Pd/PCyp3 system for Negishi couplings of unactivated alkyl iodides, bromides, chlorides, and tosylates, offering a versatile approach that complements recent nickel- and photoredox-catalyzed alkyl cross-coupling methods.
Publication History
Article published online:
30 October 2025
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