Issue 19, 2008
From the journal:

Organic & Biomolecular Chemistry

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

Lachlan Campbell-Verduyn,a   Philip H. Elsinga,b   Leila Mirfeizi,b   Rudi A. Dierckxb  and  Ben L. Feringa*a  

* Corresponding authors

a Stratingh Institute for Chemistry, University of Groningen, Groningen, The Netherlands
E-mail: b.l.feringa@rug.nl
Fax: +31 50 363 4278
Tel: +31 05 363 4296

b Department of Nuclear Medicine and Molecular Imaging, University Medical Center Groningen, University of Groningen, Groningen, The Netherlands
E-mail: p.h.elsinga@ngmb.umcg.nl
Fax: +31 50 3696750
Tel: +31 50 3614850

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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B812403E
Article type
Communication
Submitted
21 Jul 2008
Accepted
04 Aug 2008
First published
13 Aug 2008

Org. Biomol. Chem., 2008,6, 3461-3463

Permissions

Request permissions

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements