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A General Oxindole Synthesis

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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Two new oxindole syntheses

Journal of the Chemical Society, Perkin Transactions 1, 1986
Two oxindole syntheses are described, both starting from ketones, in which the carbonyl carbon becomes C-3 of the oxindole. The first route uses o-lithioformanilide followed by attack with cyanide ion and hydrolysis. The second uses a pinacol-type rearrangement (or the γ-silyl alcohol variation) to create the quaternary centre, and involves an ...
Ian Fleming   +3 more
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Oxindoles from α‐acyloxyamides

Journal of Heterocyclic Chemistry, 1977
AbstractOxindoies have been obtained in good yields from the reaction of several a‐acyloxy‐α,α‐diphenylacetanilides and boron trifluoride etherate. The reaction probably occurs by hydrolysis of the ester followed by electrophilic substitution of the resultant carbonium ion on the anilide ring.
Marvin W. Barker, Hsiu‐Sun Sung
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A new oxindole synthesis

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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Oxindole Derivatives: Synthesis and Antiglycation Activity

Medicinal Chemistry, 2013
Oxindole derivatives 3-25 have been synthesized from commercially available oxindole by refluxing with different aromatic aldehydes in good yields. Their in vitro antiglycation potential has been evaluated. They showed a varying degree of antiglycation activity with IC50 values ranging between 150.4 - 856.7 µM.
Khalid Mohammed, Khan   +9 more
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An improved procedure for the synthesis of oxindole-3-carbinol (hydroxymethyl oxindole)

Phytochemistry, 1971
Abstract Oxindole-3-carbinol was synthesized by the photochemical oxidation of 3-indoleacetic acid. The reaction was performed in buffered aqueous solution at pH 4·6 in the presence of riboflavin and using fluorescent lamps as an energy source. The molar extinction coefficient of oxindole-3-carbinol in 95% ethanol was determined to be 21,300.
H.J. Hope, L. Ordin
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Oxindole in pathogenesis of hepatic encephalopathy

The Lancet, 1998
concentrations in their plasma than those without (0·249 [0·05] vs 0·96 [0·25] nmol/mL). Because plasma and brain concentrations of oxindole rapidly equilibrate, it is reasonable to assume that hepatic encephalopathy patients have elevated brain concentrations of this endogenous sedative agent. Studies involving a larger number of patients, correlating
F, Moroni   +4 more
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Zur Darstellung des Oxindol‐aldehyds‐(3) (Oxymethylen‐ oxindols) und einiger funktioneller Abkömmlinge

Chemische Berichte, 1952
AbstractAus N‐Acetyl‐äthoxymethylen‐oxindol, das aus Oxindol und Orthoameisensäureester i. Ggw. von Essigsäureanhydrid gewonnen wird, läßt sich durch alkalische Verseifung Oxindol‐aldehyd‐(3, in guter Ausbeute erhalten. Die Darstellung und die Eigenschaften von am Schwefel bzw.
Hans Behringer, Hermann Weissauer
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A new oxindole synthesis

2018
This thesis is not available on this repository until the author agrees to make it public. If you are the author of this thesis and would like to make your work openly available, please contact us: thesis@repository.cam.ac.uk.
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Oxindoles—II

Tetrahedron, 1968
R.L. Autrey, F.C. Tahk
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