Palladium-catalyzed chemoselective Suzuki-Miyaura cross-coupling reaction of poly(pseudo)halogenated arenes

被引：3

作者：

Yuen, On Ying ^{[1
,2
]}

Ng, Shan Shan ^{[1
,2
]}

Pang, Wai Hang ^{[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, Peoples R China

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2024年 / 1005卷

基金：

中国国家自然科学基金;

关键词：

Palladium; Phosphine ligand; Suzuki-Miyaura; Bromochloroaryl triflates; Chemoselectivity; ARYL; HALIDES; SITE; LIGANDS;

D O I：

10.1016/j.jorganchem.2023.122983

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

This paper presents general examples of the palladium-catalyzed chemoselective Suzuki-Miyaura cross-coupling reaction of polyhalogenated aryl triflates with a reactivity order of C-Br > C-Cl > C-OTf. A diverse array of bromo(hetero)aryl triflates was successfully coupled with (hetero)aryl boronic acids, achieving excellent reactivity and chemoselectivity. This was accomplished using a catalyst system composed of Pd(OAc)2 and SelectPhos (L1), with catalyst loadings reducible to as low as 0.02 mol% Pd. The sequential double functionalization of bromochloroaryl triflates was also demonstrated successfully, paving the way for the synthesis of terphenyl derivatives.

引用

页数：8

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