The intramolecular O-alkylation of 1-(3-bromopropyl)uracils proceeds smoothly in basic conditions and yields cyclic ethers as the major products. This reaction competes with the intermolecular N-alkylation of uracil and its derivatives. The mechanism of this reaction is also discussed in terms of reactivity indices calculated using the HMO method.
M. Dezor-Mazur, H. Koraniak, J. J. Langer and K. Golankiewicz, J. Chem. Soc., Perkin Trans. 2, 1989, 1209 DOI: 10.1039/P29890001209
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