Tetrahedron Letters

A simple procedure for the esterification of alcohols with sodium carboxylate salts using 1-tosylimidazole (TsIm)

MNS Rad, S Behrouz, MA Faghihi, A Khalafi-Nezhad

Index: Soltani Rad, Mohammad Navid; Behrouz, Somayeh; Faghihi, Mohammad Ali; Khalafi-Nezhad, Ali Tetrahedron Letters, 2008 , vol. 49, # 7 p. 1115 - 1120

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Citation Number: 18

Abstract

An efficient and selective method for esterification of alcohols using N-(p-toluenesulfonyl) imidazole (TsIm) is described. In this method, alcohols are refluxed with a mixture of RCO2Na (R: alkyl and aryl), TsIm, and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in DMF to afford the corresponding esters in good yields. This methodology is highly efficient for various structurally diverse alcohols with ...