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

页码：321 / 323

页数：3

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