A straightforward and versatile approach to the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles from alkyl halides via a one-pot, three-component reaction

被引:13
|
作者
Gonzalez-Calderon, Davir [1 ]
Aguirre-De Paz, Jose G. [2 ]
Gonzalez-Gonzalez, Carlos A. [1 ]
Fuentes-Benites, Aydee [1 ]
Gonzalez-Romero, Carlos [1 ]
机构
[1] Univ Autonoma Estado Mexico, Fac Quim, Dept Quim Organ, Toluca 50120, Estado De Mexic, Mexico
[2] Univ Ixtlahuaca CUI, Ixtlahuaca De Rayon 50740, Estado De Mexic, Mexico
关键词
Triazoles; Alkyl halides; Azide-enolate cycloaddition; Dimroth cycloaddition; CLICK CHEMISTRY; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; TERMINAL ALKYNES; FACILE SYNTHESIS; BORONIC ACIDS; SODIUM-AZIDE; DERIVATIVES; SOLVENT; BENZYL; WATER;
D O I
10.1016/j.tetlet.2015.02.049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of 1,4,5-trisubstituted 1,2,3-triazoles by the coupling of three components (alkyl halides, sodium azide, and active ketones) through an azide-enolate [3+2] cycloaddition (Dimroth cycloaddition) has been developed for the first time. A wide variety of halides (including chlorides, bromides, and iodides as well as primary and secondary derivatives) have demonstrated the versatility of this method, which is based on a one-pot system under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1713 / 1715
页数:3
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