The Synthesis of Sulfinylphthalimides and Their Reactions With Some Nucleophiles in Dioxane

Abstract

In this study, some N-(p-substituted-arylsulfinyl)phthalimides (1a-1e) were synthesized. The synthesized compounds were examined with respect to their substitution reactions with sodium ethoxide, sodium methoxide, methylamine, and t-butylamine in dioxane. The substituent effect was investigated at 30.0 ± 0.1 °C. The activation entropy was also studied, and negative ΔS ≠= values were obtained. Configuration inversions were observed in the substitution reactions. This result is in conformity with the S <inf>N</inf>2 mechanism. Copyright © Taylor & Francis Group, LLC.