- Zirconium-catalysed Oxidation of Primary Aromatic Amines to Nitro Compounds Using tert-Butylhydroperoxide
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A broad range of primary aromatic amines (1a-x) with electron donating and accepting substituents are oxidized in good to excellent yields to the nitro compounds 3a-x using tert-butylhydroperoxide as the oxidant and Zr(OtBu)4 as the catalyst. The corresponding nitroso compounds 2m,-2n, 2s and 2u can be isolated in the conversion of electron-rich anilines 1m, 1n, 1s and 1u. The aminopyridines 5a-d are also converted to the corresponding nitropyridines 6a-d, but in lower yields (41-47%).
- Krohn, Karsten,Kuepke, Jochen,Rieger, Hagen
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p. 335 - 339
(2007/10/03)
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- Ozone-mediated reaction of polychlorobenzenes and some related halogeno compounds with nitrogen dioxide: A novel non-acid methodology for the selective mononitration of moderately deactivated aromatic systems
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In the presence of ozone and preferably methanesulfonic acid as catalyst, polychlorobenzenes undergo selective mononitration with nitrogen dioxide at low temperatures, giving the corresponding polychloronitrobenzenes, in most cases in nearly quantitative yields.
- Suzuki,Mori,Maeda
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p. 841 - 845
(2007/10/02)
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- Oxidation of Primary Amines by Dimethyldioxirane
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Dimethyldioxirane oxidizes primary amines rapidly, and generally in high yield, to the corresponding nitro compounds.The method can also be used to syntesize polynitro compounds.
- Murray, Robert W.,Rajadhyaksha, Shirish N.,Mohan, Lily
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p. 5783 - 5788
(2007/10/02)
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- FUNCTIONAL GROUP OXIDATION USING SODIUM PERBORATE
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Sodium perborate in acetic acid is an effective reagent for the oxidation of anilines to nitroarenes and of sulphides to either sulphoxides or sulphones.It is also an excellent reagent for the oxidative deprotection of ketone dimethylhydrazones.Baeyer-Villiger oxidation of ketones can be carried out with sodium perborate in either trifluoroacetic acid or acetic acid/trifluoroacetic acid mixtures, and hydroquinones and certain highly substituted phenols are smoothly converted into quinones.
- McKillop, Alexander,Tarbin, Jonathan A.
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p. 1753 - 1758
(2007/10/02)
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- SODIUM PERBORATE - A CHEAP AND EFFECTIVE REAGENT FOR THE OXIDATION OF ANILINES AND SULPHIDES
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Sodium perborate in acetic acid is an effective reagent for the oxidation of anilines to the corresponding nitroarenes; it is also highly effective for the oxidation of sulphides to either sulphoxides or sulphones.
- McKillop, Alexander,Tarbin, Jonathan A.
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p. 1505 - 1508
(2007/10/02)
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