Tetrahedron

On the reactivity of imidazole carbamates and ureas and their use as esterification and amidation reagents

ST Heller, R Sarpong

Index: Heller, Stephen T.; Sarpong, Richmond Tetrahedron, 2011 , vol. 67, # 46 p. 8851 - 8859

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Citation Number: 14

Abstract

The optimization, substrate scope, and mechanism of esterification and amidation of carboxylic acids mediated by imidazole-based reagents are discussed. The innate reactivity of carbonylimidazole reagents with a range of nucleophiles is also explored. New reagents developed for the synthesis of α, β-unsaturated esters are described, as are reagents for the preparation of tertiary amides directly from carboxylic acids.