An effective new synthesis of 2-aminopyrrole-4-carboxylates |
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Authors: | Ayhan S Demir Mustafa Emrullahoglu |
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Institution: | Department of Chemistry, Middle East Technical University, 06531 Ankara, Turkey |
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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 amine moiety to the carbon-nitrogen triple bond of nitrile furnished 2-aminopyrroles in high yields. |
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Keywords: | 2-Aminopyrroles Amination Cyclization 1 3-Dicarbonyls |
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