CuI/L-proline catalyzed click reaction in glycerol for the synthesis of 1,2,3-triazoles

被引：16
|
作者：
Pasupuleti, Bala Gangadhar [1 ]
Bez, Ghanashyam [1 ]
机构：
[1] North Eastern Hill Univ, Dept Chem, Shillong 793022, Meghalaya, India
来源：
TETRAHEDRON LETTERS | 2019年 / 60卷 / 02期
关键词：
CuI; L-proline; Glycerol; Click reaction; 1,2,3-triazole; No inert atmosphere; 1,3-DIPOLAR CYCLOADDITIONS; TRIOXANE DIMERS; AZIDES; ANTIMALARIAL; ANTICANCER; LIGANDS; ALKYNES; CHEMISTRY;
D O I：
10.1016/j.tetlet.2018.11.078
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Despite the apparent simplicity of the copper(I) iodide catalyzed CuAAC reaction, the conversion of the catalytic species, i.e. Cu(I) to thermodynamically more stable Cu(II), via aerial oxidation or disproportionation is a major issue. To stabilize the Cu(I) species, the reaction is ideally carried out under an inert atmosphere in the presence of additives such as alcohols, amines, thiols, and aldehydes. Herein, we report the first Cut catalyzed click reaction without an inert atmosphere by employing the CuI/L-proline system in glycerol. The method showed remarkable stability towards sensitive functional groups such as acetonides and 1,2,4-trioxanes. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：142 / 146
页数：5
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