Issue 66, 2014
From the journal:

Chemical Communications

4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne†

Lucie Plougastel,a   Oleksandr Koniev,b   Simon Specklin,a   Elodie Decuypere,a   Christophe Créminon,c   David-Alexandre Buisson,a   Alain Wagner,b   Sergii Kolodych*b  and  Frédéric Taran*a  

* Corresponding authors

a CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage, Gif sur Yvette, France
E-mail: frederic.taran@cea.fr
Fax: +33 169087991
Tel: +33 169082685

b Laboratory of Functional Chemo-Systems UMR 7199 CNRS-UdS, LabEx MEDALIS, 74 route du Rhin, Illkirch, France

c CEA, iBiTecS, Service de Pharmacologie et d'Immunoanalyse, Gif sur Yvette, France

Abstract

New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.

Graphical abstract: 4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

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Article information

DOI
https://doi.org/10.1039/C4CC03816A
Article type
Communication
Submitted
19 May 2014
Accepted
13 Jun 2014
First published
30 Jun 2014

Chem. Commun., 2014,50, 9376-9378

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4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

L. Plougastel, O. Koniev, S. Specklin, E. Decuypere, C. Créminon, D. Buisson, A. Wagner, S. Kolodych and F. Taran, Chem. Commun., 2014, 50, 9376 DOI: 10.1039/C4CC03816A

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