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Synthese von 3,3a-Dihydro-2H,5H-azeto[2,1-b]benzo[d]-1,3-oxazin-2,5-dionen, I

Synthesis of 3,3a-dihydro-2H,5H-azeto[2,1-b]benzo[d]-1,3-oxazine-2,5-dione, I

  • Organische Chemie Und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

The thioformimidates4, which may be obtained by S-alkylation of the thioformamides3, react with chloroacetylchloride/triethylamine to yield the (3R, 4S/3S, 4R)-3-chloro-4-methylthio-2-azetidinones5. Dehalogenation of5 leads to6, which undergoes ring closure by the action of mercuric oxide. Treatment of8, which may be synthesized by chlorolysis of7, with triethylamine gives also the title compounds9.

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Literatur

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Authors and Affiliations

  1. Institut für Organische und Pharmazeutische Chemie, Universität Innsbruck, A-6020, Innsbruck, Österreich

    Karl-Hans Ongania, Ulrike Schwarzenbrunner & Karin Humer

Authors
  1. Karl-Hans Ongania
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  2. Ulrike Schwarzenbrunner
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  3. Karin Humer
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Ongania, KH., Schwarzenbrunner, U. & Humer, K. Synthese von 3,3a-Dihydro-2H,5H-azeto[2,1-b]benzo[d]-1,3-oxazin-2,5-dionen, I. Monatsh Chem 115, 215–222 (1984). https://doi.org/10.1007/BF00798412

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  • DOI: https://doi.org/10.1007/BF00798412

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