A one carbon staple for orthogonal copper-catalyzed azide-alkyne cycloadditions

被引：15
|
作者：
Wright, Karen [1 ]
Quinodoz, Pierre [1 ]
Drouillat, Bruno [1 ]
Couty, Francois [1 ]
机构：
[1] Univ Paris Saclay, Univ Versailles, UMR 8180, Inst Lavoisier Versailles, 45 Av Etats Unis, F-78035 Versailles, France
来源：
CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 02期
关键词：
CLICK-CHEMISTRY; PROPARGYL AZIDES; TERMINAL ALKYNES; AMINO-ACIDS; OLIGOMERS; CUAAC; ALKYLIDENECARBENES; ARCHITECTURES; LIGANDS;
D O I：
10.1039/c6cc08294g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We describe herein the use of alpha-hydroxy-beta-azidotetrazoles, easily prepared in one step from alpha, beta-epoxynitriles, as new scaffolds for orthogonal CuAAC reactions performed on the same carbon atom. After a first ligation involving an alkyne with the beta-azido moiety, treatment with EDC smoothly releases an alkyne from the remaining alpha-hydroxytetrazole, ready for a second CuAAC reaction. This "double click'' process can be performed iteratively, leading to triazolamers.
引用
收藏
页码：321 / 323
页数：3
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