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Reaktionen cyclischer Oxalylverbindungen, 34. Mitt.: Synthese von Dibenzoylacet-N-carboxyalkylamiden und semiempirische Rechnungen zur Keto-Enol Tautomerie

Reactions of cyclic oxalyl compounds, XXXIV. Synthesis of dibenzoylacetate-N-carboxyalkylamides and semiempirical calculations of keto-enol tautomers

  • Organische Chemie Und Biochemie
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Summary

4-Benzoyl-5-phenylfuran-2,3-dione (1) and the urethanes2 combine under loss of carbon monoxide yielding the open chain dibenzoylacetic acid derivatives3 and4. 3a, b only can be cyclized to the oxazinone5. The keto-enole tautomerism3 ⇌4 is further investigated with aid of semiempirical quantum chemical calculations, based upon the molecular geometry of3a, deduced from an X-ray study.

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Authors and Affiliations

  1. Institut für Organische Chemie, Karl-Franzens Universität Graz, A-8010, Graz, Österreich

    Walter M. F. Fabian & Gert Kollenz

  2. Fen-Edebiyat Facultät, Erciyes Universität, TR-38039, Kayseri, Türkei

    Walter M. F. Fabian, Yunus Akcamur, Tevfik Riza Kök, Makbule Teczan & Mehmet Akkurt

  3. Institut für Anorganische Chemie, Universität Tübingen, D-W-7400, Tübingen, Bundesrepublik Deutschland

    Walter M. F. Fabian & Wolfgang Hiller

Authors
  1. Walter M. F. Fabian
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  2. Gert Kollenz
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  3. Yunus Akcamur
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  4. Tevfik Riza Kök
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  5. Makbule Teczan
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  6. Mehmet Akkurt
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  7. Wolfgang Hiller
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Frau Univ. Prof. Dr. Helga Wittmann mit den besten Wünschen zum 70. Geburtstag gewidmet.

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Fabian, W.M.F., Kollenz, G., Akcamur, Y. et al. Reaktionen cyclischer Oxalylverbindungen, 34. Mitt.: Synthese von Dibenzoylacet-N-carboxyalkylamiden und semiempirische Rechnungen zur Keto-Enol Tautomerie. Monatsh Chem 123, 265–275 (1992). https://doi.org/10.1007/BF00810475

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  • DOI: https://doi.org/10.1007/BF00810475

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