Synthesis of Imidazo[1′,5′:1,2]pyrido[3,4-b]indole Derivatives |
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Authors: | Magdolna Solymár Márta Palkó Tamás Martinek Ferenc Fülöp |
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Institution: | (1) Institute of Pharmaceutical Chemistry, University of Szeged, H-6701 Szeged, Hungary, HU |
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Abstract: | Summary. The reactions of 1,2,3,4-tetrahydro-β-carboline-1-carboxylic acid and its ethyl ester with alkyl and aryl isothiocyanates
under mild conditions resulted in the corresponding thiohydantoin-fused tetrahydro-β-carbolines. Treatment of the ethyl ester
with isocyanates furnished ethyl 2-alkyl- or arylcarbamoyl-1,2,3,4-tetrahydro-β-carboline-1-carboxylates which were transformed
to hydantoin-fused tetrahydro-β-carbolines. The structures of the thiohydantoin compounds, involving two conformers and the
presence of keto-enol tautomerism, were determined by NMR spectroscopy.
Corresponding author. E-mail: fulop@pharma.szote.u-szeged.hu
Received February 2, 2002. Accepted (revised) March 4, 2002 |
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Keywords: | , ,β,-Carbolines, Hydantoins, Thiohydantoins, Keto-enol tautomerism, |
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