Abstract: | The fragmentation behavior of derivatives of benzisothiazole-S-dioxide is discussed. A series of degradation processes typical for this class of compounds is observed whose relative importance, however, largely depends upon substituents present. Provided it is energetically favorable fragmentation of the substituents (frequently followed by expulsion of SO2) prevails, otherwise degradation of the heteroaromatic ring is observed (sometimes with rearrangements involving the SO2 group). No parallels between thermal and electron-impact induced rearrangements have been observed. |