T. Inazumi et al., STUDIES ON FUSED PYRIMIDINE-DERIVATIVES .12. REACTION OF -5-FORMYL-1,3-DIMETHYLPYRIMIDINE-2,4(1H,3H)-DIONES WITH ALPHA-AMINO-ACID DERIVATIVES, Journal of the Chemical Society. Perkin transactions. I, (5), 1994, pp. 557-564
The reactions of 2-enylamino)-5-formyl-1,3-dimethylpyrimidine-2.4(1 H,
3H)-diones 1 with alpha-amino acid derivatives are described. The reac
tion of compounds of 1 with N-substituted amino acid derivatives affor
ds azomethine ylides through well known condensation processes. A simi
lar reaction with N-unsubstituted amino acid derivatives gives pyrimid
o [4,5-b]azepine derivatives via an intramolecular ene reaction of the
imines. obtained from diones 1 and N-unsubstituted amino acid derivat
ives. The reaction profiles depend upon the N-substituent patterns of
the amino acid derivatives utilised.