VICARIOUS NUCLEOPHILIC HYDROXYLATION OF AROMATIC NITRO-COMPOUNDS WITH ORGANIC HYDROPEROXIDES

被引：12

作者：

BROSE, T ^{[1
]}

HOLZSCHEITER, F ^{[1
]}

MATTERSTEIG, G ^{[1
]}

PRITZKOW, W ^{[1
]}

VOERCKEL, V ^{[1
]}

机构：

[1] TECH UNIV MERSEBURG,DEPT CHEM,GEUSAER STR,O-4200 MERSEBURG,GERMANY

来源：

JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG | 1992年 / 334卷 / 06期

关键词：

D O I：

10.1002/prac.19923340609

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Nitrobenzene, alpha-nitronaphthalene, m-dinitrobenzene, 1,3,5-trinitrobenzene, m-nitrobenzophenone, m-nitrobenzonitrile, methyl m-nitrobenzoate and m-nitro diphenylsulphone can be hydroxylated with cumene or tert-butyl hydroperoxide in dipolar aprotic solvents in the presence of strong bases. The hydroxyl group is introduced preferably in p-position to the nitro group. Attempts to hydroxylate benzophenone, anthraquinone, 2-ethyl anthraquinone, anthraquinone 2-sulphonate, benzonitrile and diphenyl sulphone under the same conditions failed. 1-Nitroanthraquinone delivered 1-hydroxy, 1,2-dihydroxy and 1,4-dihydroxy anthraquinone.

引用

页码：497 / 504

页数：8

共 50 条

[1] THE REACTION OF ORGANIC HYDROPEROXIDES WITH AROMATIC NITRO-COMPOUNDS - 1ST EXAMPLES OF A VICARIOUS NUCLEOPHILIC HYDROXYLATION
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