Novel Hydroperoxides of 1-Imino-3,3-Disubstituted-1,3-Dihydro Isobenzofuran

Some 1-imino-3,3-disubstituted-1,3-dihydro isobenzofuran and 2-(1,1-disubstituted hydroxymethyl) benzamide derivatives have been obtained by the aminolysis of phthalide in the presence of triethylamine/aluminum chloride. 1-Benzylimino-3,3-disubstituted-1,3-dihydro isobenzofuran can be peroxidized to the corresponding hydroperoxides on exposure to the air for a long period. The structure was characterized by single crystal X-ray diffraction and the possible mechanism was suggested.