Highly Chemo- and Regioselective Reduction of Aromatic Nitro Compounds Using the System Silane/Oxo-Rhenium Complexes

被引：117

作者：

de Noronha, Rita G. ^{[2
]}

Romao, Carlos C. ^{[2
]}

Fernandes, Ana C. ^{[1
]}

机构：

[1] Inst Super Tecn, Ctr Quim Estrutural, P-1049001 Lisbon, Portugal

[2] Univ Nova Lisboa, Inst Tecnol Quim & Biol, P-2781157 Oeiras, Portugal

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 18期

关键词：

CHEMOSELECTIVE REDUCTION; EFFICIENT REDUCTION; SELECTIVE REDUCTION; HYDROTALCITE PRECURSOR; MICROWAVE IRRADIATION; SUPPORTED HYDRAZINE; PRIMARY AMINES; IRON-POWDER; NITROARENES; CATALYST;

D O I：

10.1021/jo9008657

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reduction of aromatic nitro compounds to the corresponding amines with silanes catalyzed by high valent oxo-rhenium complexes is reported. The catalytic systems PhMe2SiH/ReIO2(PPH3)(2) (5 mol %) and PhMe2SiH/ReOCl3(PPh3)(2) (5 mol %) reduced efficiently a series of aromatic nitro compounds in the presence of a wide range of functional groups such as ester, halo, amide, sulfone, lactone, and benzyl. This methodology also allowed the regioselective reduction of dinitrobenzenes to the corresponding nitroanilines and the reduction of an aromatic nitro group in presence of an aliphatic nitro group.

引用

页码：6960 / 6964

页数：5

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