Selenamides aliphatic

The reaction of primary amines with arenesulfenyl halides leads to the formation of sulfonamides (12). ° These compounds are most stable when the aryl group has electron-withdrawing substituents at Ae 2- and 4-positions. Selenamides are formed in an analogous manner but are somewhat less stable aliphatic amines give isolable compounds, but most anilines react with selenyl halides to give products of ring substitution. An example of an isolable selenamide is compound (13), which was prepared (79%) from the amine and 2-nitrobenzeneselenyl chloride. This compound was used as an intermediate in the preparation of 7a-methoxycephalosporins. 

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