Studies on fused pyrimidine derivatives. Part 12. Reaction of 6-(alk-2-enylamino)-5-formyl-1,3-dimethylpyrimidine-2,4(1H,3H)-diones with α-amino acid derivatives
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 557-564
- https://doi.org/10.1039/p19940000557
Abstract
The reactions of 6-(alk-2-enylamino)-5-formyl-1,3-dimethylpyrimidine-2,4(1H,3H)-diones 1 with α-amino acid derivatives are described. The reaction of compounds of 1 with N-substituted amino acid derivatives affords azomethine ylides through well known condensation processes. A similar reaction with N-unsubstituted amino acid derivatives gives pyrimido[4,5-b]azepine derivatives via an intramolecular ene reaction of the imines, obtained from diones 1 and N-unsubstituted amino acid derivatives. The reaction profiles depend upon the N-substituent patterns of the amino acid derivatives utilised.Keywords
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