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Hantzsch pyrrole synthesis on solid support

Hantzsch pyrrole synthesis on solid support

Bioorganic and Medicinal Chemistry Letters 8(17): 2381-2384

An efficient method for solid-phase synthesis of pyrroles is described. Polystyrene Rink amide resin is acetoacetylated and converted into polymer bound enaminones upon treatment with primary amines. These then undergo a Hantzsch reaction with alpha-bromoketones to yield pyrroles. After cleavage with 20% trifluoroacetic acid in dichloromethane pyrrole-3-carboxamides are obtained in excellent purity.

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Accession: 046211938

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PMID: 9873545

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