3 years ago

Nickel(0)-Catalyzed Inert C–O Bond Functionalization: Organo Rare-Earth Metal Complex as the Coupling Partner

Nickel(0)-Catalyzed Inert C–O Bond Functionalization:
Organo Rare-Earth Metal Complex as the Coupling Partner
Xiaofang Li, Qingwei Meng, Fanzhi Yang, Xiangqian Yan, Guilong Cai
An organo rare-earth metal complex has been employed as a highly efficient nucleophile in Ni(0)-catalyzed C–O bond functionalization. The optimized catalytic system which consists of Ni(cod)2, PCy3, and t-BuONa could smoothly convert 1 equiv of naphthyl ethers to alkylated naphthalene analogues with 0.4 equiv of Ln(CH2SiMe3)3(THF)2, delivering good to excellent yields. The reaction system could also activate the ArCH2–O bond with mild base.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b03753

DOI: 10.1021/acs.orglett.7b03753

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