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Issue 19, 2008
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Copper-free ‘click’: 1,3-dipolar cycloaddition of azides and arynes

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Abstract

Arynes formed through fluoride-promoted ortho-elimination of o-(trimethylsilyl)aryl triflates can undergo [3 + 2] cycloaddition with various azides to form substituted benzotriazoles. The rapid reaction times and mild conditions make this an attractive variation of the classical ‘click’ reaction of azides and alkynes.

Graphical abstract: Copper-free ‘click’: 1,3-dipolar cycloaddition of azides and arynes

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Article information


Submitted
21 Jul 2008
Accepted
04 Aug 2008
First published
13 Aug 2008

Org. Biomol. Chem., 2008,6, 3461-3463
Article type
Communication

Copper-free ‘click’: 1,3-dipolar cycloaddition of azides and arynes

L. Campbell-Verduyn, P. H. Elsinga, L. Mirfeizi, R. A. Dierckx and B. L. Feringa, Org. Biomol. Chem., 2008, 6, 3461
DOI: 10.1039/B812403E

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