- Successful thermal rearrangements of acrylenamides to give tetrahydro-2-pyridones under FVT conditions
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Enamides of α,β-unsaturated acids are theoretically capable of electrocyclisation to give tetrahydro-2-pyridones. The only successful method reported for this conversion involved photochemical activation. We would like to present new and effective method
- Lesniak, Stanislaw,Pasternak, Beata
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p. 875 - 880
(2007/10/03)
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- IMINE CHEMISTRY-II.A NEW ROUTE TO CYCLIC ENAMINONES FROM IMINES AND β-PROPIOLACTONE OR α,β-UNSATURATED ACIDS. THE PREPARATION OF ENAMINO-THIONES
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Imines, formed from cyclohexanone and primary aromatic and aliphatic amines, were reacted with β-propiolactone, acrylic, crotonic, and methacrylic acids to give as main products bicyclic lactams, 3,4,5,6,7,8-hexahydro-2-quinolinone, 2, and enaminones, 2,3,5,6,7,8-hexahydro-4-quinolinone, 3.The enaminones 3 and a series of noncyclic enaminones 11 were reacted with 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide, 9, a new thiation reagent, giving the corresponding enamino-thiones 10 and 12, respectively.Compound 2a was also reacted with 9 giving N-phenyl- 3,4,5,6,7,8-hexahydro-2-quinolinthione, 13a. 360 MHz (1)H NMR and 90.25 MHz (13)C NMR data are reported for the compounds 2a, 3a and 10a.
- Shabana, R.,Rasmussen, J. B.,Olesen, S. O.,Lawesson, S.-O.
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p. 3047 - 3051
(2007/10/02)
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