A simple one-pot procedure for the direct conversion of alcohols into alkyl nitriles using TsIm |
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| Authors: | Mohammad Navid Soltani Rad Ali Khalafi-Nezhad Mohammad Ali Faghihi |
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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 preparation of nitriles from alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, treatment of alcohols with a mixture of NaCN, TsIm and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in refluxing DMF furnishes the corresponding alkyl nitriles in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°. |
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| Keywords: | Nitrile Alcohol N-(p-Toluenesulfonyl)imidazole (TsIm) Triethylamine (TEA) Tetrabutylammonium iodide (TBAI) |
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