A novel synthesis of 1-aryl tetrazoles promoted by employing the synergy of the combined use of DMSO and an ionic liquid as the solvent system at ambient temperature

被引：48

作者：

Dighe, Satish N. ^{[1
]}

Jain, Kishor S. ^{[1
]}

Srinivasan, Kumar V. ^{[1
]}

机构：

[1] Sinhgad Coll Pharm, Dept Pharmaceut Chem, Pune 411041, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 45期

关键词：

1-Substituted tetrazole; Amines; Triethyl orthoformate; Sodium azide; Ionic liquid; DMSO;

D O I：

10.1016/j.tetlet.2009.08.063

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

The synergy of the combined use of DMSO and an ionic liquid viz. (bbim)*Br- has brought about a mild, convenient, efficient, and rapid protocol for the synthesis of 1-substituted-1H-1,2,3,4-tetrazoles via the condensation of amines, triethyl orthoformate, and sodium azide at ambient temperature in excellent isolated yields (85-90%). The inherent Bronsted acidity of ionic liquid and high polarity of both IL and DMSO resulted in a significant enhancement in the reaction rate. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：6139 / 6142

页数：4

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