Tobsiu M, * Yasutome A, Kinuta H, Nakamura K, Chatani N. * Osaka University, Japan
1,3-Dicyclohexylimidazole-2-ylidene as a Superior Ligand for the Nickel-Catalyzed
Cross-Coupling of Aryl and Benzyl Methyl Ethers with Organoboron Reagents.
Org. Lett. 2014;
16: 5572-5575
Key words
nickel - Suzuki–Miyaura cross-coupling
Significance
The authors developed a novel nickel-based catalyst for the cross-coupling of aryl
and benzyl methyl ethers with organoboron reagents. The use of Ni(cod)2 and 1,3-dicyclohexylimidazol-2-ylidene (A) gave the expected products in good yields while showing good functional group tolerance.
Comment
Notably, when using A instead of Cy3P, heteroaryl ethers were coupled in good yields (up to 96%), while the same reaction
with Cy3P led to no product.