Tetrabutylammonium persulfate

Generally, potassium persulfate in the presence of Ag+ is used for the Hunsdiecker type radical decarboxylation of carboxylic acids in water. (Bu4N+)2S208 (P) is soluble in THF, and a sulfate anion radical [i] is formed under refluxing conditions. Thus, refluxing treatment of / (tetrabutylammonium) persulfate (P) in the presence of alcohol in THF provides tetrahydrofuryl-protected alcohol (4), through the abstraction of a-H from THF by sulfate anion radical [I], followed by oxidation to a tetrahydrofuryl cation, as shown in eq.12.3 [28]. 

Organic peroxy acids, especially at low temperatures, oxidize sulfides to sulfoxides 163, S24], whereas tetrabutylammonium persulfate 209] at room temperature and hydrogen peroxide at higher temperatures yield sulfones 163, 324], However, hydrogen peroxide in acetic anhydride at room temperature yields sulfoxides 166], Under these conditions, double bonds resist epoxidation 163, 166, 324] (equation 553). 

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