Reduction of Nitroarenes with Sodium Dithionite.
Reduction of Nitroarenes with Sodium Dithionite.
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DOI：
10.1002/chin.199740080
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发表时间：
1997-09
期刊：
影响因子：
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通讯作者：
J. Khurana;S. Singh
中科院分区：
文献类型：
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作者：
J. Khurana;S. Singh
据报道，二亚硫酸钠可降低多种官能团1。二亚硝酸钠能还原的氮官能有芳香N氧化物2、叠氮3、偶氮4、亚胺5和肟6。对硝基的应用程序包括nitroalkenes转换成肟和/或酮7,desulphonation a-nitrosul手机醇8日denitrohydrogenation nitroketones的酮减少9和6 f 4-nitro-2 6-lutidine-1氧化4-amino-2, 6-lutidine低收益率的同时形成大量的南phanilic酸衍生物1 o。甚至减少硝基胺已经在几个例子11日报道,尽管在可怜的收益率。鉴于二亚硝酸钠对硝基化合物的不同寻常的行为，我们决定研究这种廉价试剂对硝基芳烃的系统还原的潜力。
Sodium dithionite has been reported in the reduction of a variety of functional groups 1 . The nitrogen functions which can be reduced by sodium dithionite are aromatic N oxides2, azido 3, azo 4, imine 5 and oxime 6. Its applications towards nitro group include the conversion of nitroalkenes to oximes and/or ketones 7, desulphonation of a-nitrosul phones to nitroalkanes 8, denitrohydrogenation of a nitroketones to ketones 9 and reduction 6f 4-nitro-2,6-lutidine-1 -oxide to 4-amino-2,6-lutidine in low yields with concomitant formation of a substantial amount of sul phanilic acid derivative 1 o. Even reduction of nitro groups to amines has been reported in a few examples 11, though in poor yields. In view of the unusual behaviour of sodium dithionite towards nitrocompounds, we decided to inves tigate the potential of this inexpensive reagent towards reduction of nitroarenes systematically.