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Synthesis,characterization and theoretical evaluations of HMDS promoted chemoselective O-alkylation of uracils
Authors:Mehdi Bakavoli  Hossein EshghiAli Shiri  Toktam AfroughJavad Tajabadi
Institution:Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, 91775-1436 Mashhad, Iran
Abstract:The sodium salts of the conjugated bases of uracils undergo highly chemoselective O4-monoalkylation when treated with various alkyl halides in dry DMF, while the use of methyl iodide results in N1+N3-dimethylation. Theoretical evaluations of the chemo- and regioselectivity along with X-ray crystallographic data are presented.
Keywords:6-Methyl uracil  HMDS  O-Alkylation  GIAO 13C NMR
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