Summary
3,4,9a,9b-Tetrahydro-2H-1,2-oxazolo[5,4-h]1,4-benzoxazin-6(6aH)-ons5a–c were obtained by the reaction of hydroxyethylamino-1,4-benzoquinones2a–c with nitrile oxide3. The structures of the cycloadducts were elucidated NMR techniques including inverse longe-range13C,1H-experiments and homonuclear NOE difference spectroscopy.
Zusammenfassung
Bei der Reaktion von Hydroxyethylamino-1,4-benzochinonen2a–c mit dem Nitriloxid3 werden 3,4,9a,9b-Tetrahydro-2H-1,2-oxazolo[5,4-h]1,4-benzoxazin-6(6aH)-one5 erhalten. Deren Strukturen wurden NMR-spektroskopisch — unter Einbeziehung inverser long-range13C,1H-Experimente und NOE-Differenz-Spektroskopie — aufgeklärt.
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References
Schubert-Zsilavecz M., Gusterhuber D., Belaj F. (1990) Monatsh. Chem.121: 555
Hayakawa T., Araki K., Shiraishi S. (1984) Bull. Chem. Soc. Jpn.57: 1643
Howe R. K., Shalton B. R. (1990) J. Org. Chem.55: 4603
De Amici M., De Micheli C., Misani V. (1990) Tetrahedron46: 1975
Bax A., Summers M. F. (1986) J. Am. Chem. Soc.108: 2093
König K.-H., Letsch G. (1959) Chem. Ber.92: 1789
Grundmann C., Dean J. M. (1965) J. Org. Chem.30: 2809;
Grundmann C., Richter R. (1968) J. Org. Chem.33: 476
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Dedicated to Prof. Dr. R. Ott on the occasion of his 70th birthday
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Schubert-Zsilavecz, M., Gusterhuber, D. & Likussar, W. Reactions of hydroxyethylamino-1,4-benzoquinones with 2,4,6-trimethylbenzonitrile oxide, II. Monatsh Chem 124, 1201–1205 (1993). https://doi.org/10.1007/BF00810029
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DOI: https://doi.org/10.1007/BF00810029