Issue 18, 2003
From the journal:

Chemical Communications

The first Pummerer cyclisations on solid phase. Convenient construction of oxindoles enabled by a sulfur-link to resin

Laura A. McAllister,a   Stephen Brand,b   Rémy de Gentilea  and  David J. Procter*a  

* Corresponding authors

a Department of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow, Scotland, UK
E-mail: davidp@chem.gla.ac.uk

b Celltech R&D Ltd., 216 Bath Road, Slough, Berkshire, UK

Abstract

α-Sulfanyl N-aryl acetamides, attached to resin via the sulfur atom, undergo efficient Pummerer cyclisation upon activation of the sulfur link, to give oxindoles; heterocyclic products can be cleaved from the resin in a traceless manner using samarium(II) iodide.

Graphical abstract: The first Pummerer cyclisations on solid phase. Convenient construction of oxindoles enabled by a sulfur-link to resin

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Article information

DOI
https://doi.org/10.1039/B307586A
Article type
Communication
Submitted
03 Jul 2003
Accepted
05 Aug 2003
First published
19 Aug 2003

Chem. Commun., 2003, 2380-2381

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The first Pummerer cyclisations on solid phase. Convenient construction of oxindoles enabled by a sulfur-link to resin

L. A. McAllister, S. Brand, R. de Gentile and D. J. Procter, Chem. Commun., 2003, 2380 DOI: 10.1039/B307586A

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