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. 1998 Sep 8;8(17):2381-4.
doi: 10.1016/s0960-894x(98)00430-2.

Hantzsch pyrrole synthesis on solid support

A W Trautwein  1 , R D Süssmuth, G Jung
Affiliations

Hantzsch pyrrole synthesis on solid support

A W Trautwein et al. Bioorg Med Chem Lett. .

Abstract

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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