Stable azidoiodinanes 1 and 2 react with norbornane, adamantane and 1,
3-dimethyladamantane upon heating in the presence of catalytic amounts
benzoyl peroxide with the formation of the respective azides 6-8 in m
oderate yields. In these reactions, reagent 2 can be generated in situ
from 2-iodosobenzoic acid and azidotrimethylsilane, and used without
isolation.