A simple one-pot procedure for the direct conversion of alcohols into alkyl nitriles using TsIm

被引：39
|
作者：
Rad, Mohammad Navid Soltani [1 ]
Khalafi-Nezhad, Ali
Behrouz, Somayeh
Faghihi, Mohammad All
机构：
[1] Shiraz Univ Technol, Fac Basic Sci, Dept Chem, Shiraz 71555 313, Iran
[2] Shiraz Univ, Coll Sci, Dept Chem, Shiraz 71454, Iran
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 38期
关键词：
nitrite; alcohol; N-(p-toluenesulfonyl)imidazole (TsIm); triethylamine (TEA); tetrabutylammonium iodide (TBAI);
D O I：
10.1016/j.tetlet.2007.07.091
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 degrees > 2 degrees > 3 degrees. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6779 / 6784
页数：6
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