One-pot synthesis of N-alkyl purine and pyrimidine derivatives from alcohols using TsIm: a rapid entry into carboacyclic nucleoside synthesis |
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| Authors: | Mohammad Navid Soltani Rad,Ali Khalafi-Nezhad,Mohammad Ali Faghihi,Abolfath Parhami |
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| Affiliation: | a Department of Chemistry, Faculty of Basic Sciences, Shiraz University of Technology, Shiraz 71555-313, Iran
b Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran |
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| Abstract: | A convenient and efficient one-pot N-alkylation of nucleobases from alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, treatment of alcohols with a mixture of purine or pyrimidine nucleobase, TsIm, K2CO3, and triethylamine in refluxing DMF regioselectively furnishes the corresponding N-alkyl nucleobases in good yields. This methodology is highly efficient for various structurally diverse primary alcohols. |
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| Keywords: | Nucleobase Alcohol N-Alkylation N-(p-Toluenesulfonyl)imidazole (TsIm) Triethylamine K2CO3 |
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