Diaziridines oxidative action

Finally, the oxidative action of diaziridines toward hydrogen sulfide... 

Finally, the oxidative action of diaziridines toward hydrogen sulfide 43 E. Schmitz, Chem. Ber. 95, 676 (1962). 

It was not their reactivity but their chemical inertness that was the true surprise when diazirines were discovered in 1960. Thus they are in marked contrast to the known linear diazo compounds which are characterized by the multiplicity of their reactions. For example, cycloadditions were never observed with the diazirines. Especially surprising is the inertness of diazirines towards electrophiles. Strong oxidants used in their synthesis like dichromate, bromine, chlorine or hypochlorite are without action on diazirines. Diazirine formation may even proceed by oxidative dealkylation of a diaziridine nitrogen in (186) without destruction of the diazirine ring (75ZOR2221). The diazirine ring is inert towards ozone simple diazirines are decomposed only by more than 80% sulfuric acid (B-67MI50800). 

Diaziridines unsubstituted on the N-atoms can be oxidized to give 3H-diazirines. Diaziridines are prepared by the action of ammonia and chlorine on ketones. Primarily, chloramine is formed ... 

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