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TheKnoevenagel reaction of malononitrile with some cyclic β-ketocarbothionic acid anilides synthesis of cycloalkeno-pyridines and cycloalkeno-thiopyrans

Die Knoevenagel Reaktion von Malononitril mit einigen cyclischen β-Ketocarbothionsäureaniliden. Synthese von Cycloalkeno-pyridinen und Cycloalkeno-thiopyranen

  • Organische Chemie Und Biochemie
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Abstract

A new route to the cycloalkeno-pyridines2 and cycloalkeno-thiopyrans5 by the reaction of malononitrile with enamines of cyclic β-ketocarbothionic acid anilides is presented. The elucidation of the structure of compounds obtained is based on MS spectral data. The reaction is proposed to be a sequence of addition, elimination and cyclization.

Zusammenfassung

Es wird ein neuer Zugang zu Cycloalkeno[c]pyridinen (2) und Cycloalkeno[c]thiopyranen (5) mittels Reaktion von Malononitril mit Enaminen cyclischer β-Ketocarbothionsäureaniliden aufgezeigt. Die Strukturaufklärung der erhaltenen Verbindungen basiert auf massenspektroskopischen Daten. Die Reaktion wird als Folge von Addition, Eliminierung und Cyclisierung diskutiert.

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Authors and Affiliations

  1. Department of Organic Chemistry, Jagiellonian University, PL-30060, Kraków, Poland

    Krystyna Bogdanowicz-Szwed

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  1. Krystyna Bogdanowicz-Szwed
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Bogdanowicz-Szwed, K. TheKnoevenagel reaction of malononitrile with some cyclic β-ketocarbothionic acid anilides synthesis of cycloalkeno-pyridines and cycloalkeno-thiopyrans. Monatsh Chem 113, 583–592 (1982). https://doi.org/10.1007/BF00800265

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  • DOI: https://doi.org/10.1007/BF00800265

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