Organocatalytic Synthesis of 1,2,3-Triazoles from Unactivated Ketones and Arylazides

被引：191
|
作者：
Belkheira, Mokhtaria [1 ,2 ]
El Abed, Douniazad [2 ]
Pons, Jean-Marc [1 ]
Bressy, Cyril [1 ]
机构：
[1] Aix Marseille Univ, CNRS UMR6263, Inst Sci Mol Marseille iSm2, F-13397 Marseille 20, France
[2] Univ Oran Es Senia, Lab React & Chim Fine, Dept Chim, Fac Sci, Oran 31100, Algeria
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 46期
关键词：
cycloaddition; enamines; microwave chemistry; organocatalysis; proline; triazoles; DIELS-ALDER REACTION; AZIDE-ALKYNE CYCLOADDITION; TERMINAL ALKYNES; ASYMMETRIC ORGANOCATALYSIS; 1,3-DIPOLAR CYCLOADDITION; REGIOSELECTIVE SYNTHESIS; ORGANIC CATALYSIS; CLICK CHEMISTRY; MICROWAVE; ALDEHYDES;
D O I：
10.1002/chem.201102046
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Organo-click reaction: A new and complementary method to Huisgen's metal-catalyzed triazole synthesis is described using unactivated ketones and arylazides as the substrates and proline as an organocatalyst. Dramatic acceleration was observed for this reaction using microwave activation and high regio- and chemoselectivities were obtained for a wide range of ketones and arylazides (see scheme). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：12917 / 12921
页数：5
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