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Synthesis of Pyrrolo[2′,3′:4,5]Furo[3,2-c]Pyridine-2-Carboxylic Acids

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Abstract

1H-Pyrrolo[2′,3′:4,5]furo[3,2-c]pyridine-2-carboxylic acid (6a) and its 1-methyl (6b) and 1-benzyl (6c) derivatives were synthesized. 3-(5-Methoxycarbonyl-4H-furo[3,2-b]-pyrrole-2-yl)propenoic acid (1) was converted to the corresponding azide 2, which in turn was cyclized to give 3 by heating in diphenylether. The pyridone 3 obtained was aromatized with phosphorus oxychloride, then reduced with zinc in acetic acid to give methyl 1H-pyrrolo[2′,3′:4,5]furo[3,2-c]pyridine-2-carboxylate (5), which by hydrolysis gave the corresponding carboxylic acid 6a.

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Authors and Affiliations

  1. Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, SK-812 37, Bratislava, Slovak Republic

    Mária Bencková & Alzbeta Krutošíková

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  1. Mária Bencková
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  2. Alzbeta Krutošíková
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Correspondence to Mária Bencková.

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Bencková, M., Krutošíková, A. Synthesis of Pyrrolo[2′,3′:4,5]Furo[3,2-c]Pyridine-2-Carboxylic Acids. Molecules 1, 163–165 (1996). https://doi.org/10.1007/s007830050032

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  • DOI: https://doi.org/10.1007/s007830050032

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