The application of aryl triazene as a protecting group for sensitive secondary amines such as 4-piperidone ( 2) is described. The triazene protected amine is compatible with oxidative and re- ductive conditions as well as with lithiating and alkylating reagents. The free amine is regenerated by treatment with trifluoroacetic acid.
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Łaźny et al. (1999) studied this question.