1848-24-4Relevant academic research and scientific papers
Synthetic Studies toward 1,2,3,3a,4,8b-Hexahydropyrrolo[3,2-b]indole Core. Unusual Fragmentation with 1,2-Aryl Shift
Aksenov, Alexander V.,Aksenov, Dmitrii A.,Aksenov, Nicolai A.,Aksenova, Anna A.,Aleksandrova, Elena V.,Nobi, Mezvah A.,Rubin, Michael
, p. 1434 - 1444 (2022/01/27)
Base-assisted transformations of 2-(3-oxoindolin-2-yl)acetonitriles were investigated. Unexpectedly, attempted reactions of substrates possessing nonprotected nitrogen atoms were accompanied by unusual extrusions of 2-arylacetonitriles, followed by a 1,2-aryl shift to afford 3-hydroxyindolin-2-ones. On the other hand, the reactions for N-alkyl derivatives of oxoindolines took the expected route by only providing 1,2,3,3a,4,8b-hexahydropyrrolo[3,2-b]indoles.
Asymmetric organocatalytic α-amination of 2-oxindoles with bis(2,2,2-trichloroethyl)azo-dicarboxylate
Bondanza, Mattia,Pescitelli, Gennaro,Mandoli, Alessandro
supporting information, p. 2590 - 2594 (2018/05/29)
An enantioselective electrophilic amination of 3-substituted-2-oxindoles is reported, using bis(2,2,2-trichloroethyl)azo-dicarboxylate and commercially available Cinchona alkaloid organocatalysts. The best results were obtained in the reaction of 3-aryl s
2-Arylindoles: A new entry to transition metal-free synthesis of 2-aminobenzophenones
Yu, Jin,Moon, Hye Ran,Min, Beom Kyu,Kim, Jae Nyoung
, p. 893 - 897 (2016/06/14)
Various 2-aminobenzophenones were synthesized from readily available 2-arylindoles in DMSO under O2 balloon atmosphere. The synthesis was carried out without the aid of a transition metal catalyst or moisture-sensitive organometallic reagents from 2-arylindoles.
Reduction of 3-aminoquinoline-2,4(1H,3H)-diones and deamination of the reaction products
Klásek, Antonín,Ly?ka, Antonín,Rouchal, Michal,Rudolf, Ond?ej,R??i?ka, Ale?
, p. 595 - 612 (2014/06/09)
3-Aminoquinoline-2,4-diones were stereoselectively reduced with NaBH 4 to give cis-3-amino-3,4-dihydro-4-hydroxyquinolin-2(1H)-ones. Using triphosgene (=bis(trichloromethyl) carbonate), these compounds were converted to 3,3a-dihydrooxazolo[4,5-
A facile pathway to enantiomerically enriched 3-hydroxy-2-oxindoles: Asymmetric intramolecular arylation of α-keto amides catalyzed by a palladium-DifluorPhos complex
Yin, Liang,Kanai, Motomu,Shibasaki, Masakatsu
, p. 7620 - 7623 (2011/09/30)
Less metal wastes: The first catalytic, enantioselective intramolecular aryl-transfer reaction of aryl triflates to ketones has been developed (see scheme; R1=R2=aromatic and aliphatic). This method features overall practicality, inc
Chiral N-heterocyclic carbene ligands for asymmetric catalytic oxindole synthesis
Jia, Yi-Xia,Hillgren, J. Mikael,Watson, Emma L.,Marsden, Stephen P.,Kuendig, E. Peter
body text, p. 4040 - 4042 (2009/03/11)
The Pd-catalysed asymmetric intramolecular α-arylation of amide enolates containing heteroatom substituents gives chiral 3-alkoxy or 3-aminooxindoles in high yield and with enantioselectivities up to 97% ee when a new chiral N-heterocyclic carbene ligand is used. The Royal Society of Chemistry.
