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

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 rea...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 50; no. 66; pp. 9376 - 9378
Main Authors Plougastel, Lucie, Koniev, Oleksandr, Specklin, Simon, Decuypere, Elodie, Creminon, Christophe, Buisson, David-Alexandre, Wagner, Alain, Kolodych, Sergii, Taran, Frederic
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 25.08.2014
Subjects
Bridged Bicyclo Compounds - chemistry
Chemistry
Chemistry, Multidisciplinary
Cycloaddition Reaction
Halogens - chemistry
Physical Sciences
Proton Magnetic Resonance Spectroscopy
Science & Technology
ANTIINFLAMMATORY SYDNONES
CYCLOOCTYNES
COPPER-FREE
FREE CLICK CHEMISTRY
LIVING CELLS
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc03816a