Synthesis · 1990 · 18 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisBenzyl Group RemovalBenzyl Protecting GroupsBenzyl ProtectionPhase-transfer CatalysisPyrimidine AnalogsPyrimidine AnaloguesPyrimidine Chemistry
Heating of 2,4-bis(trimethylsiloxy)pyrimidine with functionalised alkyl halides in 1,2-dichloroethane in the presence of iodine affords exclusively 1-substituted uracils, which can be benzylated at N-3 with benzyl chloride under phase-transfer catalysis.