ADDITION OF NITRYL IODIDE TO OLEFINS

被引:65
作者
HASSNER, A
KROPP, JE
KENT, GJ
机构
[1] Department of Chemistry, University of Colorado, Boulder
关键词
D O I
10.1021/jo01261a030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. © 1969, American Chemical Society. All rights reserved.
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页码:2628 / &
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