Concepedia

Aryl Ether as a Negishi Coupling Partner: An Approach for Constructing CC Bonds under Mild Conditions

Chao Wang, T. Ozaki, Ryo Takita, Masanobu Uchiyama

Chemistry - A European Journal · 2012 · 104 citations · 59 references

DOI

Concepts

Abstract

An etheric Negishi coupling: The first cross-coupling reaction between aryl alkyl ethers and dianion-type zincate reagents to afford biaryl compounds through selective cleavage of the etheric C(sp(2))-O bond was developed. Dianion-type zincates showed excellent reactivity toward the aromatic ethers under mild conditions, with good functional group compatibility (see scheme).

References

59

Palladium-Catalyzed Suzuki−Miyaura Cross-Coupling Reactions Employing Dialkylbiaryl Phosphine Ligands

Rubén Martı́n, Stephen L. Buchwald · Accounts of Chemical Research · 2008 · 2.6K citations

, , +15

Selective, Nickel-Catalyzed Hydrogenolysis of Aryl Ethers

Alexey G. Sergeev, John F. Hartwig · Science · 2011 · 835 citations

, , +17

The Development of Versatile Methods for Palladium-Catalyzed Coupling Reactions of Aryl Electrophiles through the Use of P(<i>t</i>-Bu)<sub>3</sub> and PCy<sub>3</sub> as Ligands

Gregory C. Fu · Accounts of Chemical Research · 2008 · 738 citations

, , +13

Exploration of New C−O Electrophiles in Cross-Coupling Reactions

Da‐Gang Yu, Bi‐Jie Li, Zhang‐Jie Shi · Accounts of Chemical Research · 2010 · 617 citations

, , +15

Recent Advances in Efficient and Selective Synthesis of Di-, Tri-, and Tetrasubstituted Alkenes via Pd-Catalyzed Alkenylation−Carbonyl Olefination Synergy

Ei‐ichi Negishi, Zhihong Huang, Guangwei Wang et al. · Accounts of Chemical Research · 2008 · 529 citations

, , +15