Negishi reaction

The Negishi coupling is a cross coupling reaction in organic chemistry involving an organozinc compound, an organic halide and a nickel or palladium catalyst creating a new carbon-carbon covalent bond

Patents references

Step Conditions Patent
a Zn / PdCl2(PPh3)2 / DMF WO2010013161 (Pfizer)
Step Conditions Patent

1. Bis(tri-t-butylphosphine)palladium (0) / dioxane

WO2010026075 (Roche)
Step Conditions Patent
a Pd(dppf)Cl2-DCM / THF  WO2010026122 (Novartis)
Step Conditions Patent

1. Pd(dppf)Cl2-DCM / THF

WO2010026121 (Novartis)



Controlled carbometalation as a new tool for carbon-carbon bond formation and its application to cyclization
Acc. Chem. Res.198720(2), pp 65-72


Palladium-Catalyzed Alkynylation
Chem. Rev.2003103(5), pp 1979-2018


An Efficient and Stereoselective Synthesis of Xerulin via Pd-Catalyzed Cross Coupling and Lactonization Featuring (E)-Iodobromoethylene as a Novel Two-Carbon Synthon
Org. Lett.20002(1), pp 65-67


Palladium-catalyzed cross-coupling reaction of homoallylic or homopropargylic organozincs with alkenyl halides as a new selective route to 1,5-dienes and 1,5-enynes
J. Am. Chem. Soc.1980102(9), pp 3298-3299


Alkyne Elementometalation-Pd-Catalyzed Cross-Coupling. Toward Synthesis of All Conceivable Types of Acyclic Alkenes in High Yields, Efficiently, Selectively, Economically, and Safely: “Green” Way
J. Org. Chem.201075(10), pp 3151-3182


Palladium-Catalyzed Cross-Coupling Reactions with Zinc, Boron, and Indium Exhibiting High Turnover Numbers (TONs): Use of Bidentate Phosphines and Other Critical Factors in Achieving High TONs
Organometallics200524(4), pp 475-478