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

被引：1
|
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.
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收藏
页数：8
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