Synthesis

Synthesis of Cyanopyrroles

L Cheng, DA Lightner

Index: Cheng, Lingjiang; Lightner, David A. Synthesis, 1999 , # 1 p. 46 - 48

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Citation Number: 21

Abstract

Abstract: Regioselective synthesis of α-cyanopyrroles (vs. α-alkoxycarbonylpyrroles) using oximinocyanoacetate esters in a Knorr-type reductive condensation with β-diketones can be directed by the presence of water. Thus, methyl oximinocyanoacetate was reacted with pentane-2, 4-dione in hot acetic acid in the presence of zinc dust to give exclusively 3, 5- dimethylpyrrole-2-carbonitrile when the acetic acid was wet; whereas, in glacial acetic ...