Tetrahedron

An effective new synthesis of 2-aminopyrrole-4-carboxylates

AS Demir, M Emrullahoglu

Index: Demir, Ayhan S.; Emrullahoglu, Mustafa Tetrahedron, 2005 , vol. 61, # 44 p. 10482 - 10489

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Citation Number: 22

Abstract

Efficient syntheses of 2-aminopyrroles are presented starting from β-dicarbonyl compounds, bromoacetonitrile, and amines. Alkylation of β-dicarbonyl compounds with bromoacetonitrile furnished α-cyanomethyl-β-dicarbonyl compounds. The condensation reaction of α- cyanomethyl-β-dicarbonyl compounds with amines catalyzed by p-TsOH affords the corresponding enamines in good yields. Base catalyzed cyclization via the addition of an ...