A sustainable heterogenized palladium catalyst for Suzuki-Miyaura cross coupling reaction of azaheteroaryl halides in aqueous media

被引:9
作者
Ganesamoorthy, S. [1 ,2 ]
Tamizh, M. Muthu [3 ]
Shanmugasundaram, K. [2 ]
Karvembu, R. [1 ]
机构
[1] Natl Inst Technol, Dept Chem, Tiruchirappalli 620015, Tamil Nadu, India
[2] Syngene Int Ltd, Bommasandra Ind Area, Discovery Chem, Biocon Pk,Bommasandra Jigani Link Rd, Bangalore 560099, Karnataka, India
[3] Cent Council Res Siddha, Siddha Cent Res Inst, Dept Chem, Madras 600106, Tamil Nadu, India
关键词
Palladium catalyst; Suzuki-Miyaura coupling reaction; Azaheteroaryl halides; N-HETEROCYCLIC CARBENE; HIGHLY EFFICIENT; SUPPORTED PALLADIUM; ARYL CHLORIDES; LIGAND-FREE; COMPLEXES; WATER; PD; ACIDS; MTOR;
D O I
10.1016/j.jorganchem.2018.02.030
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A unique recyclable Pd catalyst ('SiO2'-NH2-Pd) for Suzuki-Miyaura coupling reaction of azaheteroaryl halides is developed. The catalytic system is working under mild aqueous condition with low Pd loading and without the use of phosphine ligand. The plausible mechanism is proposed based on the formation of undesired symmetrical biaryl from the coupling reaction of azaheteroaryl chlorides due to the oxidative homocoupling of nucleophilic arylboronic acid. This catalytic system represents an attractive and promising approach for the synthesis of azaheterobiaryls with high product yields. The catalyst has demonstrated an excellent recyclability. (C) 2018 Elsevier B.V. All rights reserved.
引用
收藏
页码:76 / 85
页数:10
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