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2005
Pyrrole derivatives
R 0120
Synthesis of Chlorinated 2-(Aminomethyl)- and 2-(Alkoxymethyl)pyrroles. —
of 3- or 4-chlorinated title pyrroles is achieved in two different ways. The
36- 096 Synthesis
first pathway involves dichlorination of pyrrolines at position 3 followed by HCl elimination. This elimination is accompanied by nucleophilic substitution at the halomethyl
side chain to give 3-chloropyrroles (III), (V), (VII) and (IX). The second pathway involves reduction of 2-cyano or 2-formyl 3-chloropyrroles to install the aminomethyl or
hydroxymethyl side chain in pyrroles (XI) and (XIII). — (VERNIEST, G.;
CLAESSENS, S.; DE KIMPE*, N.; Tetrahedron 61 (2005) 19, 4631-4637; Dep. Org.
Chem., Fac. Biosci. Eng., Univ. Gent, B-9000 Gent, Belg.; Eng.) — Mischke
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