Application of copper(I) halides to modifying reactivity of polyhalomethanes and arenesulfonyl chlorides in free-radical addition. "Cross-halogenation" reaction

被引:16
作者
Dneprovskii, A. S. [1 ]
Kasatochkin, A. N. [1 ]
Boyarskii, V. P. [1 ]
Ermoshkin, A. A. [1 ]
Yakovlev, A. A. [1 ]
机构
[1] St Petersburg State Univ, St Petersburg 198504, Russia
关键词
D O I
10.1134/S1070428006080033
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the free-radical addition of a number of organohalogen reagents to cyclic alkenes and dienes in the presence of copper(I) halides the composition of the reaction products is governed by the stage of a fast halogen transfer from the copper derivative to the alkyl radical. Under these conditions in contrast to the free-radical addition reactions initiated by UV light or peroxide initiators the intramolecular rearrangements are suppressed, the stereoselectivity of the reaction changes, and also some adducts contain halogen atoms different from those present in the organohalogen reagent employed.
引用
收藏
页码:1120 / 1130
页数:11
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