A facile and regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles using click chemistry

被引：95

作者：

Kumar, Dalip ^{[1
]}

Reddy, V. Buchi ^{[1
]}

Varma, Rajender S. ^{[2
]}

机构：

[1] Birla Inst Technol & Sci, Chem Grp, Pilani 333031, Rajasthan, India

[2] US EPA, Clean Proc Branch, Sustainable Technol Div, Natl Risk Management Res Lab, Cincinnati, OH 45268 USA

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 18期

关键词：

alpha-Tosyloxy ketones; 1,4-Disubstituted 1,2,3-triazoles; Click chemistry; Nitrogen heterocycles; Copper iodide; AZIDES;

D O I：

10.1016/j.tetlet.2009.02.107

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of alpha-tosyloxy ketones, sodium azide, and terminal alkynes in presence of copper(1) in aqueous polyethylene glycol afforded regioselectively 1,4-disubstituted 1,2,3-triazoles in good yield at ambient temperature. The one-pot exclusive formation of 1,4-disubstituted 1,2,3-triazoles involves in situ formation of alpha-azido ketones, followed by cycloaddition reaction with terminal alkyne. The generality of this one-pot method was demonstrated by synthesizing an array of diverse 1,4-disubstituted 1,2,3-triazoles. (c) 2009 Elsevier Ltd. All rights reserved.

引用

页码：2065 / 2068

页数：4

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