Oxidation of anilines with hydrogen peroxide and selenium dioxide as catalyst

被引:33
作者
Gebhardt, Christin [1 ]
Priewisch, Beate [1 ]
Irran, Elisabeth [1 ]
Rueck-Braun, Karola [1 ]
机构
[1] Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
来源
SYNTHESIS-STUTTGART | 2008年 / 12期
关键词
azoxyarenes; oxidation; anilines; hydrogen peroxide; selenium dioxide;
D O I
10.1055/s-2008-1067088
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of substituted anilines are selectively oxidized to afford high yields of azoxyarenes by using 30% hydrogen peroxide and selenium dioxide as catalyst in methanol at room temperature. The oxidation of 4-alkoxyanilines under the same reaction conditions furnishes the corresponding 4-alkoxy-N-(4-nitrophenyl)anilines in reasonable yields, alongside other oxidation by-products. The structure of 4-methoxy-N-(4-nitrophenyl)aniline is elucidated by X-ray crystal structure analysis. From these results, some general aspects of the reaction pathways of aniline oxidation are discussed.
引用
收藏
页码:1889 / 1894
页数:6
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