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

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 wit...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 20; no. 3; pp. 624 - 627
Main Authors Yan, Xiangqian, Yang, Fanzhi, Cai, Guilong, Meng, Qingwei, Li, Xiaofang
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.02.2018
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PALLADIUM
ACTIVATION
METHYL ETHERS
CATALYZED CROSS-COUPLINGS
2-PYRIDYL ETHERS
CARBON-OXYGEN
EFFICIENT SYNTHESIS
ARYL ETHERS
NI
GRIGNARD-REAGENTS
Online AccessGet full text

Cover

More Information
Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b03753