Bimolecular reduction of 9-alkyl-3-nitrocarbazoles
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J. Kyzioł
Abstract
Reduction of 9-alkyl-3-nitrocarbazoles (Ia–Ie) with lithium aluminium hydride gave corresponding 9,9′-dialkyl-3,3′-azocarbazoles (IIa–IIe) in moderate yield. By the action of zinc dust in alcohol and aqueous alkali on I or II, 5,13-dialkyldiindolo[3,2-a,d]phenazines (IIIa–IIId) were obtained. Parent compounds, viz. 3,3′-azocarbazole (IIf) and diindolo[3,2-a,d]phenazine (IIIf) could not be obtained in these ways. Compound IIf was obtained in Vorländer reaction and IIIf by thermal decomposition of 3-azidocarbazole. Formation of IIIa–IIId is explained as a result of ortho-benzidine rearrangement of hypothetical 9,9′-dialkyl-3,3′-hydrazocarbazoles.
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© 2007 Institute of Chemistry, Slovak Academy of Sciences
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Articles in the same Issue
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- Selective solid-phase extraction of Cu(II) using freshly precipitated lead diethyldithiocarbamate and its spectrophotometric determination
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- Influence of two-phase system composition on biocatalytic properties of β-galactosidase preparations
- Thermal decomposition kinetics of strontium oxalate
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- Influence of photoinitiator and curing conditions on polymerization kinetics and gloss of UV-cured coatings
- Interactions in iron gall inks
- Bimolecular reduction of 9-alkyl-3-nitrocarbazoles
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