Copper-catalyzed synthesis of 5-substituted 1H-tetrazoles via the [3+2] cycloaddition of nitriles and trimethylsilyl azide

被引：203

作者：

Jin, Tienan ^{[1
]}

Kitahara, Fukuzou ^{[1
]}

Kamijo, Shin ^{[1
]}

Yamamoto, Yoshinori ^{[1
]}

机构：

[1] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 17期

关键词：

5-substituted; 1H-tetrazole; 3+2] cycloaddition; nitrite; copper catalyst; copper azide; trimethylsilyl azide;

D O I：

10.1016/j.tetlet.2008.02.115

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The [3+2] cycloaddition between various nitrites and trimethylsityl azide proceeds smoothly in the presence of a Cu(I) catalyst in DMF/MeOH, to give the corresponding 5-substituted 1H-tetrazoles in good to high yields. The reaction most probably proceeds through the in situ formation of a copper azide species, followed by a successive [3+2] cycloaddition with the nitrites. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：2824 / 2827

页数：4

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