Microwave assisted solvent- and catalyst-free three-component synthesis of NH-1,2,3-triazoloimines

被引：13

作者：

Medvedeva, Alevtina S. ^{[1
]}

Demina, Maria M. ^{[1
]}

Kon'kova, Tatyana V. ^{[1
]}

Nguyen, Thi Le Huyen ^{[1
]}

Afonin, Andrei V. ^{[1
]}

Ushakov, Igor A. ^{[1
]}

机构：

[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Branch, 1 Favorsky St, Irkutsk 664033, Russia

来源：

TETRAHEDRON | 2017年 / 73卷 / 27-28期

基金：

俄罗斯基础研究基金会;

关键词：

Multicomponent; Microwave-assisted synthesis; Imino-NH-1,2,3-triazoles; Trimethylsilyl(triethylgermyl) propynals; Metal-free 1,3-dipolar cycloaddition; N-UNSUBSTITUTED 1,2,3-TRIAZOLES; HIGHLY EFFICIENT SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; SODIUM-AZIDE; CLICK CHEMISTRY; GAMMA-HYDROXYPROPYNALS; TRIMETHYLSILYL AZIDE; MEDICINAL CHEMISTRY; ALKYNE; DERIVATIVES;

D O I：

10.1016/j.tet.2017.05.077

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly efficient microwave-assisted solvent- and catalyst-free multicomponent synthesis of 5-R-imino[4-trialkylsilyl(germyl)]-1H-1,2,3-triazoles from Si/Ge-substituted propynals, trimethylsilyl azide and functionalized primary amines has been developed. In the case of 2-aminoethanethiol, 4-element substituted 5-(1,3-thiazolan-2-yl)-1H-1,2,3-triazoles have been obtained. Their heterolysis by MeOH at room temperature leads to the corresponding triazoloimines in high yield. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：3979 / 3985

页数：7

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