Zirkonium‐katalysierte Oxidation von primären aromatischen Aminen zu Nitroverbindungen mit tert‐Butylhydroperoxid

Zirconium‐catalysed Oxidation of Primary Aromatic Amines to Nitro Compounds Using tert‐Butylhydroperoxide 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‐butylhydroperoxi...

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Veröffentlicht in:Journal für Praktische Chemie/Chemiker‐Zeitung 1997, Vol.339 (1), p.335-339
Hauptverfasser: Krohn, Karsten, Küpke, Jochen, Rieger, Hagen
Format: Artikel
Sprache:eng
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Zusammenfassung:Zirconium‐catalysed Oxidation of Primary Aromatic Amines to Nitro Compounds Using tert‐Butylhydroperoxide 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%).
ISSN:0941-1216
1521-3897
DOI:10.1002/prac.19973390161