Synthesis of 3-(1H-1,2,3-Triazol-1-yl)-2-(arylselanyl)pyridines by Copper-Catalyzed 1,3-Dipolar Cycloaddition of 2-(Arylselanyl)-3-azido-pyridines with Terminal Alkynes

被引：9

作者：

Schumacher, Ricardo F. ^{[1
]}

Von Laer, Patrick B. ^{[1
]}

Betin, Eduardo S. ^{[1
]}

Cargnelutti, Roberta ^{[1
]}

Perin, Gelson ^{[1
]}

Alves, Diego ^{[1
]}

机构：

[1] Univ Fed Pelotas UFPel, CCQFA, LASOL, BR-96010900 Pelotas, RS, Brazil

来源：

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2015年 / 26卷 / 11期

关键词：

selenium; pyridine; 1,2,3-triazoles; cycloaddition reactions; copper catalysis; ORGANOSELENIUM COMPOUNDS; CLICK CHEMISTRY; ENANTIOSELECTIVE ADDITION; BIOLOGICAL EVALUATION; SYN-ELIMINATION; SELENIUM; ARYLSELENIDES; DIETHYLZINC; SELENOXIDES; AGENTS;

D O I：

10.5935/0103-5053.20150221

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We present here our results in the synthesis of eleven new 3-(1H-1,2,3-triazol-1-yl)-2-(arylselanyl)pyridines by copper-catalyzed azide-alkyne cycloaddition reactions. The reactions were performed in the presence of catalytic amount of copper(II) acetate and sodium ascorbate using a mixture of tetrahydrofuran/water (1:1) as solvent at room temperature in air. The reaction is tolerant to different functional groups such as substituted-benzene rings, alcohol and ester and none electronic or steric influence was observed. All the products were obtained in good to excellent yields. Alternatively to the conventional oil bath heating, the use of microwave irradiation or ultrasound methods is also presented as alternative energy sources.

引用

页码：2298 / 2306

页数：9

共 59 条

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