Palladium-Catalyzed Chemoselective Borylation of (Poly)halogenated Aryl Triflates and Their Application in Consecutive Reactions

被引：11
|
作者：
Ng, Shan Shan [1 ,2 ]
Chen, Zicong [1 ,2 ]
Yuen, On Ying [1 ,2 ]
So, Chau Ming [1 ,2 ,3 ]
机构：
[1] Hong Kong Polytech Univ, State Key Lab Chem Biol & Drug Discovery, Hung Hom, Kowloon, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hung Hom, Kowloon, Hong Kong, Peoples R China
[3] Hong Kong Polytech Univ, Shenzhen Res Inst, Shenzhen 518000, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2022年 / 364卷 / 09期
基金：
中国国家自然科学基金;
关键词：
Palladium; Phosphines; Chemoselective reaction; Borylation; (Poly)halogenated aryl triflates; CROSS-COUPLING REACTION; HALIDES; SITE; REAGENTS; SYSTEM; LIGAND; ROUTE; MILD;
D O I：
10.1002/adsc.202101501
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
This study reports the palladium-catalyzed chemoselective borylation of (poly)halogenated aryl triflates with a reactivity order of C-Cl>C-OTf. A catalyst system comprising Pd(OAc)(2) and SelectPhos (L1) enables a reaction with high reactivity and chemoselectivity. The consecutively chemoselective borylation reaction followed by the chemoselective intermolecular Suzuki-Miyaura reaction can be performed using a one-pot two-step approach to synthesize unsymmetrical biaryl compounds containing the triflate moiety. The reaction can be scaled up to the gram scale without diminishing the yield and chemoselectivity.
引用
收藏
页码：1596 / 1601
页数：6
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