An efficient alternative route to 3,6-disubstituted-furo[2,3-d]pyrimidin-2-one analogues.

@article{Janeba2005AnEA,
  title={An efficient alternative route to 3,6-disubstituted-furo[2,3-d]pyrimidin-2-one analogues.},
  author={Zlatko Janeba and Noha Maklad and Morris J. Robins},
  journal={Nucleosides, nucleotides & nucleic acids},
  year={2005},
  volume={24 10-12},
  pages={1729-43}
}
Copper(I)-catalyzed 5-endo-dig cyclizations of 5-(alkyn-1-yl)uracil derivatives had given poor yields of substituted furo[2,3-d]pyrimidin-2-ones unless the uracil ring was substituted at N1 with alkyl or glycosyl groups. This limited flexibility for the synthesis of analogues with varied substituents at N3 and/or C6 of the furo[2,3-d]pyrimidin-2-one core has been overcome with 5-(3-hydroxyalkyn-1-yl)uracil compounds with no substituent at N1. Manipulation of the side-chain hydroxyl group gives… CONTINUE READING