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Reaction of CH acids with 2-arylidenecycloalkanones: Synthesis of β-keto acid anilide derivatives of naphthalene, indene, fluorene, and phenanthrene

Reaktion von CH-Säuren mit 2-Arylidencycloalkanonen. Synthese von β-Ketosäureanilid-Derivaten von Naphthalin, Inden, Fluoren und Phenanthren

  • Organische Chemie Und Biochemie
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Summary

2-Arylidene-cyclohexanone1, -cyclopentanone2, -1-indanone3 and-1-tetralone4 react with acetoacetanilide5 yielding 2-oxo-4-aryl-3-carboxylic acid anilides derivatives of naphthalene7, indene8, fluorene9 and phenanthrene10. Reaction of1 and3 with benzoylacetanilide6 yields the corresponding Michael adducts11 and12.

Zusammenfassung

2-Arylidencyclohexanone1, -cyclopentanone2, -1-indanone3 und -1-tetralone4 reagieren mit Acetoacetanilid5 unter Bildung von 2-Oxo-4-aryl-3-carbonsäureanilid-Derivaten von Naphthalin7, Inden8, Fluoren9 und Phenanthren10. Die Reaktion von1 und3 mit Benzoylacetanilid6 ergibt die entsprechenden Michael-Addukte11 und12.

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Authors and Affiliations

  1. Department of Organic Chemistry, Jagiellonian University, PL-30 060, Kraków, Poland

    K. Bogdanowicz-Szwed, M. Krasodomska & A. Skonecka

Authors
  1. K. Bogdanowicz-Szwed
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  2. M. Krasodomska
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  3. A. Skonecka
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Bogdanowicz-Szwed, K., Krasodomska, M. & Skonecka, A. Reaction of CH acids with 2-arylidenecycloalkanones: Synthesis of β-keto acid anilide derivatives of naphthalene, indene, fluorene, and phenanthrene. Monatsh Chem 125, 441–449 (1994). https://doi.org/10.1007/BF00811862

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  • DOI: https://doi.org/10.1007/BF00811862

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