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A simplified scheme for the ultrasonication?supported epoxidation of the ISB?alkene derivatives is suggested. The procedure of generation of the key oxidation species DMDO from KHSO5 is illustrated. The core mechanism, nucleophilic attack, is described in a 3D molecular structureHerein, we present a facile synthetic process for producing biomass?derived isosorbide (ISB) dioxides using dimethyl dioxirane (DMDO) as an efficient oxidizing agent, which was generated in?situ from acetone and KHSO5. To achieve high conversion and product yield, the KHSO5 concentration, KHSO5 flow rate, and reaction temperature were optimized. Under the optimal conditions, rapid and efficient epoxidation using the in?situ?generated DMDO was observed under ultrasonication, yielding the desired product within 35?min at 0?°C. This study offers a convenient and efficient method for generating biomass?derived ISB building blocks, which have significant potential for the fabrication of bioplastics.