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

作者:Wright Karen*; Quinodoz Pierre; Drouillat Bruno; Couty Francois*
来源:Chemical communications, 2017, 53(2): 321-323.
DOI:10.1039/c6cc08294g

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.

  • 出版日期2017