Imido selenium compounds

Alkenes can be aminated in the allylic position by treatment with solutions of imido selenium compounds R—N—Se=N—R. The reaction, which is similar to the allylic oxidation of alkenes with Se02 (see 14-4), has been performed with R = t-Bu and R=Ts. The imido sulfur compound TsN=S=NTs has also been used... 

Imido selenium compounds Se(NR)2, where R = Bu or Ts, were first noted to give allylic amination of alkenes and alkynes.232 Formally the NR function is inserted into the allylic C—H bond yielding the C—NHR moiety. Related reactivity was also found for the sulfur imides, S(NR)2.233 Reactions between 1,3-dienes and Se(NTs)2 give [4 + 2] adducts which, in the presence of TsNH2, react to generate 1,2-disulfonamides.234... 

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