Studies in Quinoxaline Series. Part 18. Structure of Products of a New Reaction of Tetrazoloquinoxaline 5-Oxide with Carbanions. X-Ray Molecular Structure of 4-Acetyl-4-methyl-3b,4-dihydroazirinotetrazoloquinoxaline

DOI: 10.1039/P19900003049

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Journal of the Chemical Society. Perkin transactions I p. 3049 - 3052 (1990)

Update date:2022-08-05

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Authors:

Klicnar, Jiri

Toman, Jaromir

Lycka, Antonin

Hasek, Jindrich

Jecny, Jiri

Huml, Karel

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Article abstract of DOI:10.1039/P19900003049

Tetrazolo<1,5-a>quinoxaline-5-oxide 4 reacts with the carbanions of β-diketones and β-keto esters to give enaminoketones and enamino esters, respectively.The N-oxide 4 reacts with 3-methyl- and 3-ethyl-pentane-2,4-dione under similar conditions to give a racemic mixture of the derivatives of aziridinotetrazoloquinoxaline 10 and 11.Their structure and the trans configuration of hydrogen atom and methyl group on the aziridine ring of compound 10 were estimated by means of 1H and 13C NMR spectroscopy, and were in accord with the results of X-ray diffraction measurements, which also provided bond lengths, and valence, torsion, and dihedral angles.

Full text of DOI:10.1039/P19900003049

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