Study and application of noncatalyzed photoinduced conjugation of azides and cycloocta-1,2,3-selenadiazoles

The non-catalyzed cycloaddition of eight structurally different azides with cyclooctyne generated in situ by the photolysis of cycloocta-1,2,3- selenadiazole gives 1,2,3-triazole derivatives as the main products. The application of this reaction was demonstrated by the photoconjugation reaction of c...

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Published inChemical communications (Cambridge, England) Vol. 52; no. 26; pp. 4792 - 4795
Main Authors Jedinakova, P., Sebej, P., Slanina, T., Klan, P., Hlavac, J.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2016
Subjects
Biotin
Chemistry
Chemistry, Multidisciplinary
Conjugation
Cycloaddition
Derivatives
Photolysis
Physical Sciences
Science & Technology
Strategy
Synthesis (chemistry)
1,2,3-SELENADIAZOLE
CYCLOADDITION
CHEMISTRY
PHOTOCHEMISTRY
COPPER-FREE CLICK
PYROLYSIS
PHOTOLYSIS
SELENIUM HETEROCYCLES
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Summary:The non-catalyzed cycloaddition of eight structurally different azides with cyclooctyne generated in situ by the photolysis of cycloocta-1,2,3- selenadiazole gives 1,2,3-triazole derivatives as the main products. The application of this reaction was demonstrated by the photoconjugation reaction of cycloocta-1,2,3-selenadiazole with an avidin-modified biotin complex to introduce a new strategy in the non-catalyzed synthesis of bioconjugates.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc01789d