A simple and highly efficient one-pot procedure for the synthesis of amides via beckmann rearrangements using 1-tosylimidazole (TsIm)

…, A Khalafi-Nezhad, S Behrouz, Z Amini…

Index: Rad, Mohammad Navid Soltani; Khalafi-Nezhad, Ali; Behrouz, Somayeh; Amini, Zohreh; Behrouz, Marzieh Phosphorus, Sulfur and Silicon and the Related Elements, 2010 , vol. 185, # 8 p. 1658 - 1671

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Citation Number: 4

Abstract

A facile and highly efficient method for one-pot Beckmann rearrangement of ketoximes into N-substituted amides using N-(p-toluenesulfonyl) imidazole (TsIm) is described. In this method, ketoximes are refluxed with TsIm and Cs2CO3 in the presence of SiO2 as a recyclable catalyst in DMF affording the corresponding amides in high yields. This methodology is highly efficient and regioselective for various structurally diverse ...