Issue 28, 2011
From the journal:

Chemical Communications

Imidazolium ylides from a conjugate addition–proton transfer route and their cycloaddition reactions†

Raymond C. F. Jones,*a   James N. Iley,b   Maria Sanchis-Amat,a   Xiaohui Zhang,b   Vickie McKee,a   Simon J. Colesc  and  Thomas Gelbrichc  

* Corresponding authors

a Department of Chemistry, Loughborough University, Loughborough, Leics, UK
E-mail: r.cf.jones@lboro.ac.uk
Fax: +44 1509 223925
Tel: +44 1509 222557

b Department of Chemistry & Analytical Sciences, The Open University, Walton Hall, Milton Keynes, UK

c EPSRC National Crystallography Service, School of Chemistry, University of Southampton, Highfield, Southampton, UK

Abstract

4,5-Dihydroimidazolium ylides formed by conjugate addition–proton transfer from dihydroimidazoles and doubly-activated electron-deficient alkenes afford 2 : 1 cycloadducts in a one-pot process wherein the alkene also acts as a dipolarophile.

Graphical abstract: Imidazolium ylides from a conjugate addition–proton transfer route and their cycloaddition reactions

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Article information

DOI
https://doi.org/10.1039/C1CC12255J
Article type
Communication
Submitted
18 Apr 2011
Accepted
27 May 2011
First published
13 Jun 2011

Chem. Commun., 2011,47, 7965-7967

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Imidazolium ylides from a conjugate addition–proton transfer route and their cycloaddition reactions

R. C. F. Jones, J. N. Iley, M. Sanchis-Amat, X. Zhang, V. McKee, S. J. Coles and T. Gelbrich, Chem. Commun., 2011, 47, 7965 DOI: 10.1039/C1CC12255J

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