The Meldrum's Acid Route to Prodigiosin Analogues

Gordon A. Hunter, Hamish McNab, Kirsti Withell

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3-Methoxy-5-(2-thienyl) thiophene-2-carboxaldehyde and 3-methoxy-l-methyl-5-(2-thienyl)pyrrole-2-carboxaldehyde were prepared from the appropriate 3-hydroxypyrrole or 3-hydroxythiophene by regioselective O-alkylation and formylation. Condensation of these aldehydes with activated pyrroles in the presence of phosphoryl chloride provides analogues of prodigiosin, which differ from the natural products in the nature of the heteroatoms.

Original languageEnglish
Pages (from-to)1707-1711
Number of pages5
JournalSynthesis: Journal of Synthetic Organic Chemistry
Issue number10
Publication statusPublished - May 2010

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