Copper(I)-Catalyzed Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from Azidoformates and Aryl Terminal Alkynes

被引:20
作者
Lee, Heejin [1 ]
Lee, Jae Kyun [2 ]
Min, Sun-Joon [3 ]
Seo, Hyeonglim [1 ]
Lee, Youngbok [1 ,3 ]
Rhee, Hakjune [1 ,3 ]
机构
[1] Hanyang Univ, Dept Bionanotechnol, Hanyang Daehak Ro 55, Ansan 15588, Gyeonggi Do, South Korea
[2] Korea Inst Sci & Technol, Ctr Neuromed, Hwarangro 14 Gil 5, Seoul 136791, South Korea
[3] Hanyang Univ, Dept Appl Chem, Hanyang Daehak Ro 55, Ansan 15588, Gyeonggi Do, South Korea
关键词
ONE-POT SYNTHESIS; CLICK CHEMISTRY; ROOM-TEMPERATURE; SULFONYL AZIDES; ANTI-3-ARYL-2,3-DIBROMOPROPANOIC ACIDS; MEDICINAL CHEMISTRY; ORGANIC AZIDES; SODIUM-AZIDE; SOLID-PHASE; CYCLOADDITION;
D O I
10.1021/acs.joc.8b00022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The copper(I)-catalyzed azide-alkyne cycloaddition reaction has been extensively studied and widely applied in organic synthesis. However, the formation of 1,2,3-triazoles with electron-deficient azide has been a challenging problem. In this report, we have demonstrated the formation of regioselective 1,4-disubstituted 1,2,3-triazoles from various types of aryl terminal alkynes and azidoformates, which are electron-deficient azides, using a commercialized [Cu-(CH3CN)(4)]PF6 copper(I) catalyst under mild conditions.
引用
收藏
页码:4805 / 4811
页数:7
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