Tetrahedron p. 1943 - 1950 (1990)
Update date:2022-08-02
Topics:
Stajer, Geza
Szoeke-Molnar, Zsolt
Bernath, Gabor
Sohar, Pal
N-substituted derivatives (3 and 4) obtained from cyclopentane- and cyclohexane-azetidinones (1 and 2) were isomerized with polyphosphoric acid to give cyclopentane-cis- (6) and cyclohexane-trans-condensed (7) 2,4-pyrimidinediones.The structures of the dihydrouracils prepared by the ring transformation were proved by 1H- and 13C-nmr spectroscopy and by comparison with the compounds synthesized from cis- and trans-2-amino-1-cycloalkanecarboxamides (11-13) with 1,1'-carbonyldiimidazole.
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