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

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Authors

JEDINAKOVA Petra ŠEBEJ Peter SLANINA Tomáš KLÁN Petr HLAVAC Jan

Year of publication 2016
Type Article in Periodical
Magazine / Source Chemical communications
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.rsc.org/en/Content/ArticleLanding/2016/CC/C6CC01789D#!divAbstract
Doi http://dx.doi.org/10.1039/c6cc01789d
Field Organic chemistry
Keywords FREE CLICK CHEMISTRY; COPPERFREE CLICK; SELENIUM HETEROCYCLES; PHENYL AZIDE; PHOTOLYSIS; SELENADIAZOLE; PHOTOCHEMISTRY; CYCLOADDITION; NANOPARTICLES; CYCLOOCTYNES
Description 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.
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