N-chloro and N-bromosaccharins:: Valuable reagents for halogenation of electron rich aromatics and cohalogenation of alkenes

被引:37
作者
de Souza, SPL [1 ]
da Silva, JFM [1 ]
de Mattos, MCS [1 ]
机构
[1] Univ Fed Rio de Janeiro, Inst Quim, BR-21945970 Rio De Janeiro, Brazil
关键词
cohalogenation; aromatic halogenation; N-halosaccharin;
D O I
10.1590/S0103-50532003000500021
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
N-Chloro- and N-bromosaccharins react with electron rich aromatic compounds (anisole, acetanilide, N,N-dimethylaniline) producing halogenated compounds. The reaction with N-bromosaccharin gives para-substituted compounds only, whereas N-chlorosaccharin produces orto and para mixtures (para isomer predominantly, ca. 4-5:1). The reactions of the N-halosaccharins with alkenes (cyclohexene, styrene, alpha-methylstyrene, and 1-hexene) give the corresponding halohydrins.
引用
收藏
页码:832 / 835
页数:4
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