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Synthesis of oxindoles and aza-oxindoles
2012The aim of this Ph.D. work is to establish different approaches for the synthesis of oxindoles and aza-oxindoles. Oxindoles and aza-oxindoles are common and important structural motif in natural products and biologically active molecules. In this thesis, we report a robust, cheap, efficient, and high atom economic protocol for the synthesis of ...
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Unexpected 7‐Methylation of Oxindoles.
ChemInform, 2006AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Balázs Volk +2 more
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The metabolism of oxindole and related compounds
Biochemical Pharmacology, 1966Abstract The metabolism in vivo and in vitro of oxindole, N-methyloxindole, 3-methyl-oxindole and indole by rats, guinea pigs and rabbits is described. The formation of a phenolic metabolite by hydroxylation in the 5-position of the oxindole ring has been shown by comparisons of its physical characteristics with those of standard synthetic ...
A H, Beckett, D M, Morton
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Nb-demethylalstophylline oxindole an oxindole alkaloid from the leaves of Alstonia macrophylla
Phytochemistry, 1987Abstract An oxindole alkaloid, N b -demethylalstophylline oxindole has been isolated from the leaves of Alstonia macrophylla . Its structure has been elucidated on the basis of spectroscopic studies.
null Atta-ur-Rahman +3 more
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The pyrolysis of oxindoles at 850°C. II. Oxindoles methylated at N1 and at C3
Australian Journal of Chemistry, 1973The products of pyrolysis of 1-methyl-, 3-methyl-, 3,3-dimethyl-, and 1,3,3-trimethyl-oxindole at 850°/0.2-0.4 mm have been examined. 1- Methyloxindole and 3-methyloxindole gave mainly complex mixtures of decarbonylated and rearranged products, but 3,3-dimethyloxindole gave 2-quinolone (52%) and indole (25%).
RFC Brown, M Butcher
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Studies on protection of oxindoles
Tetrahedron, 1998Abstract Protection of amide nitrogen of oxindole and methyloxindole using Boc and Z-groups has been described. Sodium carbonate was found to be an effective base for these protections.
Walajapet G. Rajeswaran, Louis A. Cohen
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Tetrahedron, 1968
Abstract A series of oxindole derivatives substituted in the aromatic ring and their N-Me homologues has been prepared. The effects of position and nature of substituents on the IR, NMR and UV spectra have been investigated. Evidence is presented which indicates the presence of an intermolecular hydrogen bond in solutions of oxindole and certain N ...
A.H. Beckett, R.W. Daisley, J. Walker
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Abstract A series of oxindole derivatives substituted in the aromatic ring and their N-Me homologues has been prepared. The effects of position and nature of substituents on the IR, NMR and UV spectra have been investigated. Evidence is presented which indicates the presence of an intermolecular hydrogen bond in solutions of oxindole and certain N ...
A.H. Beckett, R.W. Daisley, J. Walker
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Journal of the Chemical Society, Perkin Transactions 1, 1991
A quaternary carbon atom can be set up by irradiation of the N-methylaniline enamine 5 of adamantane-2-carbaldehyde giving the indoline 6 in poor yield. This product was converted into the spiro-oxindole 8, but only in very low yield. Quaternary carbon atoms can be set up more efficiently from the ketone group of adamantanone in two high-yielding steps
Ian Fleming +3 more
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A quaternary carbon atom can be set up by irradiation of the N-methylaniline enamine 5 of adamantane-2-carbaldehyde giving the indoline 6 in poor yield. This product was converted into the spiro-oxindole 8, but only in very low yield. Quaternary carbon atoms can be set up more efficiently from the ketone group of adamantanone in two high-yielding steps
Ian Fleming +3 more
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The reaction of oxindoles with ?-diketones
Chemistry of Heterocyclic Compounds, 1973With acetylacetone in the presence of hydrogen chloride, oxindole and 1-acetyloxindole form mixtures of approximately equal amounts of 3-isopropylideneoxindole, 2,4-dimethyl-1-oxoniacarbazole chloride, and the hydrochloride of methyl o-aminophenylacetate.
G. I. Zhungietu +2 more
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Synthesis, 1993
A general synthesis of indol-2(3H)-ones (oxindoles), was developed based on the addition of dimethyl malonate to commercially available halonitrobenzenes. The advantage of this route over many other oxindole syntheses was the regiochemical control of the substitution pattern on the aromatic ...
George J. Quallich, P. M. Morrissey
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A general synthesis of indol-2(3H)-ones (oxindoles), was developed based on the addition of dimethyl malonate to commercially available halonitrobenzenes. The advantage of this route over many other oxindole syntheses was the regiochemical control of the substitution pattern on the aromatic ...
George J. Quallich, P. M. Morrissey
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