Synthesis,characterization and theoretical evaluations of HMDS promoted chemoselective O-alkylation of uracils |
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Authors: | Mehdi Bakavoli Hossein EshghiAli Shiri Toktam AfroughJavad Tajabadi |
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Institution: | Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, 91775-1436 Mashhad, Iran |
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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. |
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Keywords: | 6-Methyl uracil HMDS O-Alkylation GIAO 13C NMR |
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