Synthesis of Triazole Click Ligands for Suzuki-Miyaura Cross-Coupling of Aryl Chlorides

被引：1

作者：

Jabeen, S. ^{[1
]}

Khera, R. A. ^{[1
]}

Iqbal, J. ^{[1
]}

Asgher, M. ^{[2
]}

机构：

[1] Univ Agr Faisalabad, Dept Chem, Faisalabad, Pakistan

[2] Univ Agr Faisalabad, Dept Biochem, Faisalabad, Pakistan

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 55卷 / 09期

关键词：

triazoles; palladium-catalyzed reaction; Suzuki-Miyaura cross coupling; aryl chlorides; azide-alkyne cycloaddition; click reaction; CHEMISTRY; AZIDE; REACTIVITY; 1,2,3-TRIAZOLES; CYCLOADDITIONS; CATALYSTS; BASE;

D O I：

10.1134/S1070428019090239

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of new triazole ligands has been synthesized via copper-catalyzed cycloaddition reaction of readily available azides and alkynes. The synthesized compounds were characterized by FTIR, H-1 and C-13 NMR, and high-resolution mass spectra. The ligands provided excellent yields (up to 92%) in the palladium-catalyzed Suzuki-Miyaura cross coupling of unactivated aryl chlorides with phenylboronic acid. 1-Benzyl-4-(2,6-dimethoxyphenyl)-lH-1,2,3-triazole was found to be the most effective ligand due to the presence of electron-donating 2,6-dimethoxyphenyl substituent, which made it possible to develop a highly active ligand-catalyst system for the Suzuki reaction of aryl chlorides.

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页码：1416 / 1422

页数：7

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