Nickel-Catalyzed Reaction of Arylzinc Reagents with N-Aromatic Heterocycles: A Straightforward Approach to C− H Bond Arylation of Electron-Deficient …

M Tobisu, I Hyodo, N Chatani

Index: Tobisu, Mamoru; Hyodo, Isao; Chatani, Naoto Journal of the American Chemical Society, 2009 , vol. 131, # 34 p. 12070 - 12071

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Citation Number: 174

Abstract

The reaction of electron-deficient N-heteroaromatic compounds, such as pyridines and quinolines, with arylzinc reagents in the presence of a catalytic amount of a nickel complex affords the arylated products. The reaction is likely to proceed through a formal nucleophilic 1, 2-addition, thus exhibiting a reactivity complementary to conventional direct arylation through electrophilic substitution.