Regiospecific synthesis of 1,4,5-trisubstituted 1,2,3-triazoles via enolate-azide cycloaddition between 1,3-dicarbonyl compounds and aryl azides

被引:12
|
作者
Nelson, Ronald [1 ]
Kesternich, Victor [1 ]
Perez-Fehrmann, Marcia [1 ]
Jaldin, Sally [1 ]
Marcourt, Laurence [2 ]
Christen, Philippe [2 ]
机构
[1] Univ Catolica Norte, Dept Quim, Fac Ciencias, Antofagasta, Chile
[2] Univ Lausanne, Univ Geneva, Sch Pharmaceut Sci, Quai Ernest Ansermet 30, CH-1211 Geneva 4, Switzerland
关键词
1,4,5-trisubstituted 1H-1,2,3-triazoles; regioselective synthesis of 1,2,3-triazole; enolate-azide cycloaddition; potassium carbonateassisted synthesis; AZIDOPHENYL ARYLSELENIDES; INHIBITORY-ACTIVITY; DERIVATIVES; TUBERCULOSIS; ANTIPLATELET; KETONES; SAR;
D O I
10.3184/174751916X14656662266973
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A cycloaddition reaction at room temperature between aryl azides and 1,3-dicarbonyl compounds in the presence of potassium carbonate in dimethylsulphoxide yielded 10 4-ethoxycarbonyl-1-aryl-5-methyl-1H-1,2,3-triazoles and seven other closely-related compounds. The 1,2,3-triazoles, nine of which are new, were obtained in good to high yields and only the 1,4-regioisomers were formed.
引用
收藏
页码:453 / 457
页数:5
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