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Beilstein J. Org. Chem. 2014, 10, 117–126, doi:10.3762/bjoc.10.8
Graphical Abstract
Figure 1: The NOE correlations of the signals in 1H NMR spectra of compounds 4b–4d.
Figure 2: Molecular structure of spirooxindole 4a according to X-ray diffraction data.
Figure 3: The NOE correlations of the signals in 1H NMR spectrum of compound 6c.
Figure 4: Molecular structure of spirooxindole 6a observed in crystal phase as solvate with methanol accordin...
Scheme 1: The mechanism of the regioselective synthesis of compounds 4 and 6.
Figure 5: Conformations of acrylamide and benzoylacrylic acid.
Figure 6: The Fukui function indices of acrylamide, azomethine ylide and benzoylacrylic acid.
Scheme 2: The synthesis of compounds 7a–7c.
Figure 7: The selected COSY, NOESY and HMBC correlations of the signals in the 1H and 13C NMR spectra of comp...
Scheme 3: Tentative reaction mechanism for the decarboxylative cyclative rearrangement of the initial three-c...