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Statements

Subject Item
n2:RIV%2F70883521%3A28110%2F01%3A63500209%21RIV%2F2002%2FMSM%2F281102%2FN
rdf:type
n5:Vysledek skos:Concept
dcterms:description
Ring contraction of 3-hydroxy-2,4(1H,3H)-quinolinediones (1) in aqueous potassium hydroxide resulted in the formation of 2-hydroxyindoxyls and/or dioxindoles. The choice of N-substituent and the reaction conditions govern the chemoselectivity of the reaction. N-Phenyl-substituted derivatives 1 give 2-hydroxyindoxyls, while N-alkyl- and N-benzyl-substituted derivatives afford the corresponding dioxindols. On the basis of byproduct analysis, as well as independent experiments, the most plausible reaction mechanism is proposed. Ring contraction of 3-hydroxy-2,4(1H,3H)-quinolinediones (1) in aqueous potassium hydroxide resulted in the formation of 2-hydroxyindoxyls and/or dioxindoles. The choice of N-substituent and the reaction conditions govern the chemoselectivity of the reaction. N-Phenyl-substituted derivatives 1 give 2-hydroxyindoxyls, while N-alkyl- and N-benzyl-substituted derivatives afford the corresponding dioxindols. On the basis of byproduct analysis, as well as independent experiments, the most plausible reaction mechanism is proposed.
dcterms:title
Novel Ring Contraction of 3-Hydroxy-2,4 (1H,3H) -quinolinediones in Aqueous Alkali. The First Convenient Route to 2-Hydroxyindoxyls Novel Ring Contraction of 3-Hydroxy-2,4 (1H,3H) -quinolinediones in Aqueous Alkali. The First Convenient Route to 2-Hydroxyindoxyls
skos:prefLabel
Novel Ring Contraction of 3-Hydroxy-2,4 (1H,3H) -quinolinediones in Aqueous Alkali. The First Convenient Route to 2-Hydroxyindoxyls Novel Ring Contraction of 3-Hydroxy-2,4 (1H,3H) -quinolinediones in Aqueous Alkali. The First Convenient Route to 2-Hydroxyindoxyls
skos:notation
RIV/70883521:28110/01:63500209!RIV/2002/MSM/281102/N
n3:strany
6394-6399
n3:aktivita
n16:Z
n3:aktivity
Z(MSM 265200015)
n3:cisloPeriodika
66
n3:dodaniDat
n10:2002
n3:domaciTvurceVysledku
n12:2786664 n12:8577552
n3:druhVysledku
n11:J
n3:duvernostUdaju
n14:S
n3:entitaPredkladatele
n17:predkladatel
n3:idSjednocenehoVysledku
689195
n3:idVysledku
RIV/70883521:28110/01:63500209
n3:jazykVysledku
n7:eng
n3:klicovaSlova
Pseudomonas putida, heterocyclic rings, oxidation, derivatives, indoles, rearrangement, 3-hydroxy-1,2,3,4-tetrahydroquinoline-2,4-diones, 1,2-dihydro-3H-indol-3-ones, hydrolysis, inhibitors
n3:klicoveSlovo
n4:indoles n4:2-dihydro-3H-indol-3-ones n4:oxidation n4:2 n4:Pseudomonas%20putida n4:hydrolysis n4:derivatives n4:1 n4:3-hydroxy-1 n4:4-tetrahydroquinoline-2 n4:heterocyclic%20rings n4:rearrangement n4:inhibitors n4:4-diones n4:3
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[18B1A43C1AE7]
n3:nazevZdroje
Journal of Organic Chemistry
n3:obor
n13:CC
n3:pocetDomacichTvurcuVysledku
2
n3:pocetTvurcuVysledku
3
n3:pocetUcastnikuAkce
0
n3:pocetZahranicnichUcastnikuAkce
0
n3:rokUplatneniVysledku
n10:2001
n3:svazekPeriodika
Neuveden
n3:tvurceVysledku
Košmrlj, J. Kafka, Stanislav Klásek, Antonín
n3:zamer
n18:MSM%20265200015
s:issn
0022-3263
s:numberOfPages
6
n9:organizacniJednotka
28110