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Synergistic Effect in the Catalysys of Arylsulfonylation of Phenols and Arenecarboxylic Acids by the System Pyridine N-Oxide-Triethylamine in Dioxane

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Abstract

The kinetics of arylsulfonylation of substituted nitrophenols and 2-(4-dimethylaminophenylazo)benzoic acid with 4-toluenesulfonyl chloride in dioxane in the presence of pyridine N-oxide-triethylamine were studied. The observed synergistic effect was explained by interaction of two intermediates, N-tosyloxypyridinium chloride (nucleophilic catalysis) and phenol(or acid)-triethylamine complex.

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Belousova, I.A., Simanenko, Y.S. & Savelova, V.A. Synergistic Effect in the Catalysys of Arylsulfonylation of Phenols and Arenecarboxylic Acids by the System Pyridine N-Oxide-Triethylamine in Dioxane. Russian Journal of Organic Chemistry 37, 969–974 (2001). https://doi.org/10.1023/A:1012422432093

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