Highly efficient one-pot synthesis of N-alkyl sulfonamides from alcohols using N-(p-toluenesulfonyl) imidazole (TsIm)

MNS Rad, S Behrouz, AR Nekoei

Index: Rad, Mohammad Navid Soltani; Behrouz, Somayeh; Nekoei, Abdo-Reza Phosphorus, Sulfur and Silicon and the Related Elements, 2014 , vol. 189, # 4 p. 465 - 476

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Abstract

A facile and efficient method for one-pot synthesis of N-alkyl sulfonamides from alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this protocol, treatment of various potassium sulfonylamide salts and alcohols in the presence of TsIm and triethylamine in refluxing DMF furnishes the corresponding N-alkyl sulfonamides in good to excellent yields. This methodology is highly efficient for reaction of various structurally diverse primary and secondary ...