Recyclization reaction of <i>S</i>-, <i>N</i>-containing cyclic peroxides with aromatic amines

Abstract

The recyclization reaction of tetraoxathiaspiroalkanes and tetraoxathiocanes with primary amines ( o , p -fluoroanilines, m , p -chloroanilines, o -toluidine, o , p -anisidines, ammonium chloride) to obtain cycloazadiperoxides under the action of samarium nitrate crystal hydrate as a catalyst was studied. The possibility of recycling N -( tert -butyl)hexaoxaazadispirocycloalkanes with arylamines to the corresponding azatriperoxides was shown. It was found that the rate of the recyclization reaction depends on the nature of the central heteroatom in the heterocycle (S > N > O).