Iodonium nitrate in chloroform–pyridine adds to alkenes at room temperature to form (i) iodo-aliphatic nitrate esters, (ii) iodo-alkane pyridinium nitrates, or (iii) alkene pyridinium iodides depending on the substrate.
U. E. Diner and J. W. Lown, J. Chem. Soc. D, 1970, 333 DOI: 10.1039/C29700000333
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