Simple and Highly Efficient Procedure for Conversion of Aldoximes to Nitriles Using<i>N</i>-(<i>p</i>-Toluenesulfonyl) Imidazole
                                
                                    
                                        作者:Mohammad Navid Soltani Rad、Ali Khalafi-Nezhad、Somayeh Behrouz、Zohreh Amini、Marzieh Behrouz                                    
                                    
                                        DOI:10.1080/00397910903261395
                                    
                                    
                                        日期:2010.7.27
                                    
                                    A facile and efficient method for dehydration of aldoximes into nitriles using N-(p-toluenesulfonyl) imidazole (TsIm) is described. In this method, aldoximes were refluxed with TsIm in the presence of 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU) in dimethylformamide (DMF) to afford the corresponding nitriles in good yields. This methodology is highly efficient for various structurally diverse aldoximes including aromatic, heteroaromatic, and aliphatic oximes. A plausible mechanism for the conversion of aldoxime into nitriles using TsIm/DBU is explained.