M. Ledvina et J. Farkas, CYCLIZATION DICHOTOMY OF ESTERS OF 3-UREIDO-2-CYANO-2-PROPENOIC AND 3-UREIDO-2-ACYL-2-PROPENOIC ACIDS, Collection of Czechoslovak Chemical Communications, 59(8), 1994, pp. 1841-1852
The preparation of E and Z isomers of 3-ureido-2-cyano-2-propenoates I
a - Id and their base-catalyzed isomerization and cyclization to 5-car
boxycytosine derivatives IIa - IIf and 5-cyanouracil derivatives IIIa
and IIIb is described. Also described is the preparation of 3-ureido-2
-acyl-2-propenoates Va - Vd and their base-catalyzed cyclization to 5-
carboxy-2(1H)-pyrimidone derivatives VIa - VIc and 5-acyluracils VIIa
- VIIc.