Aziridines with INCO

Related methods include reaction of an alkene with INCO" or IN3." The product from the latter reaction can be converted into the aziridine via reduction, or into an azirine via elimination of hydrogen iodide and pyrolysis. ... 

The regio- and stereo-chemical consequences of preparing an aziridine via IN3, or INCO, or the above chlorination procedure are, in so far as they have bwn investigated, analogous to those of proceeding via an epoxidation, for the sinqile reason that all these last three reaction types appear to proceed via cyclic halonium ions, isosteric with epoxides. 

Fatty acid derivatives (97-101) containing an internal aziridine group were prepared by reaction of base with Me iodocarbamates obtained by addition of INCO to a natural fatty acid derivatives followed by treatment with MeOH [119]. Preparation of epimino-stearates (97) has also been reported [120]. 

Heterocyclic Ring Formation - Aziridines can be formed in a regio- and stereoselectivemanner by LAH reduction of the -iodoazides obtained by addition of INCO to olefins. The reaction has been used to fom 163,173-aziridines in steroids. Treatment of olefins with acetonitrile and... 

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