- Nickel Carbodicarbene Catalyzes Kumada Cross-Coupling of Aryl Ethers with Grignard Reagents through C–O Bond Activation
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The development of a cross-coupling reaction protocol between aryl ethers and Grignard reagents catalyzed by carbodicarbene (CDC) nickel complexes to afford biaryl compounds through C–O cleavage is reported. Aromatic substrates featuring a broad range of electron neutral, donating, or withdrawing groups are introduced at the desired position. The method has proven effective over a wide range of naphthyl methyl ethers, anisoles, and Grignard reagents. The robustness of the protocol is validated by performing multiple cleavage reactions, gram scale synthesis, and arylation of a dimethoxy esterdiol derivative.
- Ambre, Ram,Yang, Hsuan,Chen, Wen-Ching,Yap, Glenn P. A.,Jurca, Titel,Ong, Tiow-Gan
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p. 3511 - 3517
(2019/08/12)
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- Cross-coupling of aryl/alkenyl ethers with aryl grignard reagents through nickel-catalyzed C-O activation
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The formation of a C-C bond has been achieved through the cleavage of the sp2 C-O bond of aryl/alkenyl ethers catalyzed by a nickel complex, and by using Grignard reagents as nucleophiles (see scheme). This method displays a broad substrate scope and leads to good to excellent yields of the aryl-aryl or alkenyl-aryl cross-coupling products.
- Xie, Lan-Gui,Wang, Zhong-Xia
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supporting information; experimental part
p. 4972 - 4975
(2011/06/17)
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