Issue 9, 2012

Polymer-supported syntheses of thiophene-containing compounds using a new type of traceless linker

Abstract

A new type of traceless linker is described for use in polymer-supported (PS) syntheses of thiophene-containing compounds. It is based on the cleavage of PS aryl 2-thienyl ketones by a mixture of potassium t-butoxide and water (typical mol ratio 10 : 3) in an ethereal solvent. Cleavage occurs to give the soluble thiophene-containing product. The method is used to prepare a range of eight thiophene-containing compounds including a terthiophene and a dialkylquaterthiophene. PS unsymmetrical diaryl ketones incorporating, for example, ortho-methoxyphenyl or pyrrole moieties could also serve as traceless linkers.

Graphical abstract: Polymer-supported syntheses of thiophene-containing compounds using a new type of traceless linker

Article information

Article type
Paper
Submitted
10 Oct 2011
Accepted
21 Nov 2011
First published
22 Nov 2011

Org. Biomol. Chem., 2012,10, 1754-1763

Polymer-supported syntheses of thiophene-containing compounds using a new type of traceless linker

A. Ben-Haida and P. Hodge, Org. Biomol. Chem., 2012, 10, 1754 DOI: 10.1039/C2OB06714E

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