Selenium-catalyzed oxidative halogenation

被引:43
作者
Mellegaard-Waetzig, Shelli R. [1 ]
Wang, Chao [1 ]
Tunge, Jon A. [1 ]
机构
[1] Univ Kansas, Dept Chem, Lawrence, KS 66045 USA
关键词
D O I
10.1016/j.tet.2005.12.072
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Organoselenides catalyze the oxidation of halides by H2O2. Furthermore, these selenides catalyze the transfer of oxidized halogens from N-halosuccinimides to olefins and ketones. Thus, organoselenides catalyze oxidative halogenation reactions including halolactonization, alpha-halogenation of ketones, and allylic halogenation. The ability of selenium to undergo reversible 2e(-) oxidation-reduction chemistry facilitates halogenation through selenium-bound halogen intermediates. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7191 / 7198
页数:8
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