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

Date

2005-10-31

Author

Demir, Ayhan Sıtkı
Emrullahoglu, M

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Efficient syntheses of 2-aminopyrroles are presented starting from beta-dicarbonyl compounds, bromoacetonitrile, and amines. Alkylation of beta-dicarbonyl compounds with bromoacetonitrile furnished alpha-cyanomethyl-beta-dicarbonyl compounds. The condensation reaction of alpha-cyanomethyl-beta-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.

Subject Keywords

Organic Chemistry, Biochemistry, Drug Discovery

URI

https://hdl.handle.net/11511/57863

Journal

TETRAHEDRON

DOI

https://doi.org/10.1016/j.tet.2005.08.050

Collections

Department of Chemistry, Article

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Citation Formats

A. S. Demir and M. Emrullahoglu, “An effective new synthesis of 2-aminopyrrole-4-carboxylates,” TETRAHEDRON, pp. 10482–10489, 2005, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57863.