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A Versatile Catalyst-Free Perfluoroaryl Azide-Aldehyde-Amine Conjugation Reaction

Abstract

A tri-component reaction, involving an electrophilically-activated perfluoroaryl azide, an enolizable aldehyde and an amine, reacts readily at room temperature without any catalysts in solvents including aqueous conditions to yield a stable amidine conjugate. The versatility of this reaction is demonstrated in the conjugation of an amino acid without prior protection of the carboxyl group, and in the synthesize antibiotic-nanoparticle conjugates.

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Publication details

The article was received on 10 Oct 2018, accepted on 30 Nov 2018 and first published on 04 Dec 2018


Article type: Research Article
DOI: 10.1039/C8QM00516H
Citation: Mater. Chem. Front., 2018, Accepted Manuscript
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    A Versatile Catalyst-Free Perfluoroaryl Azide-Aldehyde-Amine Conjugation Reaction

    S. Xie, J. Zhou, X. Chen, N. Kong, Y. Fan, Y. Zhang, G. Hammer, D. G. Castner, O. Ramstrçm and M. Yan, Mater. Chem. Front., 2018, Accepted Manuscript , DOI: 10.1039/C8QM00516H

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