Abstract

Michael type addition reaction of 5-substituted uracil derivatives to methyl acrylate and acrylonitrile has been studied. The regioselectivity of adducts has been observed due to the 5-substituent present in the uracil ring and the applied base. When triethylamine was used as a deprotonating agent, exclusively N-1 adducts were obtained. In the presence of DBU in DMF solution as the major products, N-3 adducts were isolated.

Keywords: 5-substituted uracils, Michael addition, methyl acrylate, acrylonitrile