Liquid-Assisted Grinding Accelerating: Suzuki-Miyaura Reaction of Aryl Chlorides under High-Speed Ball-Milling Conditions

被引：106

作者：

Jiang, Zhi-Jiang ^{[1
]}

Li, Zhen-Hua ^{[2
]}

Yu, Jing-Bo ^{[1
]}

Su, Wei-Ke ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Natl Engn Res Ctr Proc Dev Act Pharmaceut Ingredi, Hangzhou 310014, Zhejiang, Peoples R China

[2] Zhejiang Univ Technol, Coll Pharmaceut Sci, Minist Educ, Key Lab Green Pharmaceut Technol & Related Equipm, Hangzhou 310014, Zhejiang, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 20期

基金：

中国国家自然科学基金;

关键词：

CROSS-COUPLING REACTIONS; ARYLBORONIC ACIDS; HALIDES; CONVENIENT; CATALYSIS; BASE;

D O I：

10.1021/acs.joc.6b01938

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The effect of liquid-assisted grinding has been studied using mechanical Suzuki-Miyaura reaction of aryl chlorides as the model reaction. Catalytic systems of Davephos and PCy3 are tested respectively showing strong influences from different liquids. Unexpected improvement of yield over 55% is observed using alcohols as additives, which is explained by in situ formed alkoxides and their participation in oxidative addition. Further expansion of substrates using Pd(OAc)(2)/PCy3/MeOH system gives desired products in good to high yields.

引用

页码：10049 / 10055

页数：7

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