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Intramolecular 1,3-Dipolar Cycloaddition to Ester Carbonyl of Azomethinylides Prepared from Aldimines and Difluorocarbene

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Abstract

Azomethinylides generated by reaction of difluorocarbene with N-alkyl- and N-arylimines of O-acylated salycilaldehyde undergo intramolecular 1,3-dipolar cycloaddition to the ester carbonyl group forming regioselectively 2,5-epoxy-1,4-benzoxazepine derivatives.

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Authors and Affiliations

  1. St. Petersburg State University, St. Petersburg, 198504, Russia

    I. V. Voznyi, M. S. Novikov, A. F. Khlebnikov & R. R. Kostikov

  2. Institut fur Anorganische Chemie, Martin-Luther-King-Platz 6, D-20146, Hamburg, Germany

    J. Kopf

Authors
  1. I. V. Voznyi
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  2. M. S. Novikov
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  3. A. F. Khlebnikov
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  4. J. Kopf
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  5. R. R. Kostikov
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Voznyi, I.V., Novikov, M.S., Khlebnikov, A.F. et al. Intramolecular 1,3-Dipolar Cycloaddition to Ester Carbonyl of Azomethinylides Prepared from Aldimines and Difluorocarbene. Russian Journal of Organic Chemistry 40, 199–205 (2004). https://doi.org/10.1023/B:RUJO.0000034942.42778.e0

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  • DOI: https://doi.org/10.1023/B:RUJO.0000034942.42778.e0

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