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Issue 21, 2013
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Rearrangements and addition reactions of biarylazacyclooctynones and the implications to copper-free click chemistry

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Abstract

Highly strained biarylazacyclooctynone (BARAC) and analogous bioconjugation reagents were shown to undergo novel rearrangement and addition reactions leading to tetracyclic products. This may limit their practical applicability as bioorthogonal reporters for imaging biomolecules within living systems.

Graphical abstract: Rearrangements and addition reactions of biarylazacyclooctynones and the implications to copper-free click chemistry

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Publication details

The article was received on 05 Apr 2013, accepted on 17 Apr 2013 and first published on 18 Apr 2013


Article type: Communication
DOI: 10.1039/C3OB40683K
Citation: Org. Biomol. Chem., 2013,11, 3436-3441
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    Rearrangements and addition reactions of biarylazacyclooctynones and the implications to copper-free click chemistry

    M. Chigrinova, C. S. McKay, L. B. Beaulieu, K. A. Udachin, A. M. Beauchemin and J. P. Pezacki, Org. Biomol. Chem., 2013, 11, 3436
    DOI: 10.1039/C3OB40683K

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