Abstract
The formation of 2,4-substituted 1,2-dihydro-4H-3, 1-benzoxazines from tertiary o-aminophenylcarbinols and carbonyl derivatives has been demonstrated by means of PMR and mass spectrometry. Interconversion of the six-membered heterocycle of the half-chair ⇄ half-chair type has been established on the basis of the PMR data when identical substituents are present in positions 2 and 4. The cisarrangement of the protons in the H-C(2)-N-H fragment of the heterocycle has been determined. The general laws governing the initial fragmentation of 1,2-dihydro-4H-3, 1-benzoxazines under the effects of electron impact have been revealed.
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For Communication 4, see [1].
Deceased.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 101–108, January, 1990.
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Gromachevskaya, E.V., Kosulina, T.P., Kul'nevich, V.G. et al. 4H-3, 1-benzoxazines. 5. PMR and mass spectrometric study of 2,4-substituted 1,2-dihydro-4H-3, 1-benzoxazines. Chem Heterocycl Compd 26, 86–92 (1990). https://doi.org/10.1007/BF00506856
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DOI: https://doi.org/10.1007/BF00506856