Simple, Mild, and Practical esterification, Thioesterification, and amide formation utilizing p??toluenesulfonyl chloride and N??Methylimidazole

K Wakasugi, A Iida, T Misaki, Y Nishii…

Index: Wakasugi, Kazunori; Iida, Akira; Misaki, Tomonori; Nishii, Yoshinori; Tanabe, Yoo Advanced Synthesis and Catalysis, 2003 , vol. 345, # 11 p. 1209 - 1214

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Citation Number: 82

Abstract

Abstract We have developed an efficient method for the esterification or thioesterification of equimolar amounts of carboxylic acids and alcohols or thiols using a novel reagent, p- toluenesulfonyl chloride (TsCl) together with N-methylimidazole. The present method is simple, mild, and reactive, uses readily available and economical reagents. The choice of amine is critical for the present method. The amine, N-methylimidazole, has two roles:(i) ...