Abstract
The reaction of silver nitrite with iodine in the presence of olefins was studied and was found to lead to nitroiodo adducts. The reaction has the characteristics of a nitryl iodide addition and appears to proceed by a free-radical attack of an NO2 species on the double bond. Stereochemical and regiochemical considerations are discussed. The method provides a selective synthesis of β-iodonitro-, vinylnitro-, and nitroalkanes under mild reaction conditions.
Original language | English |
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Pages (from-to) | 2628-2632 |
Number of pages | 5 |
Journal | Journal of Organic Chemistry |
Volume | 34 |
Issue number | 9 |
DOIs | |
State | Published - Sep 1969 |
Externally published | Yes |