42773-97-7Relevant academic research and scientific papers
Highly chemoselective synthesis of dimeric 2-oxindoles with a C-3/C-5′ linkage via Friedel-Crafts alkylations of 2-oxindoles with 3-hydroxy-2-oxindoles
Babu, K. Naresh,Kinthada, Lakshmana K.,Ghosh, Santanu,Bisai, Alakesh
, p. 10641 - 10655 (2015/11/17)
Simple and convenient Lewis acid-catalyzed Friedel-Crafts alkylations of 2-oxindoles as electron rich aromatics with 3-hydroxy-2-oxindoles as electron deficient partners have been developed. The reaction afforded a variety of dimeric 2-oxindoles with a C-
Synthesis of 3,3-disubstituted oxindoles by one-pot integrated Br?nsted base-catalyzed trichloroacetimidation of 3-hydroxyoxindoles and Br?nsted acid-catalyzed nucleophilic substitution reaction
Piemontesi, Cyril,Wang, Qian,Zhu, Jieping
, p. 1533 - 1536 (2013/05/08)
Treatment of 3-hydroxyoxindoles with trichloroacetonitrile (1.3 equiv.) and a catalytic amount of DBU (0.1 equiv.) followed by addition of nucleophiles (1.5 equiv.) and diphenylphosphoric acid (0.2 equiv.) afforded the 3,3-disubstituted oxindoles in good to excellent yields. DFT computations supported the notion that the reaction went through the 1-alkyl-2-oxo-2H-indol- 1-ium intermediate.
Transition-metal-free synthesis of oxindoles by potassium tert-butoxide-promoted intramolecular α-arylation
Beyer, Astrid,Buendia, Julien,Bolm, Carsten
, p. 3948 - 3951 (2012/10/08)
Potassium tert-butoxide-mediated intramolecular α-arylations of fluoro- and chloro-substituted anilides provide oxindoles in DMF at 80 °C. In this manner, diversely substituted products have been obtained in moderate to high yields.
Oxindole synthesis by direct coupling of Csp2-H and C sp3-H centers
Jia, Yi-Xia,Kuendig, E. Peter
supporting information; experimental part, p. 1636 - 1639 (2009/06/30)
(Chemical Equation Presented) An sp2/sp3 get-together: A novel and efficient method can be used to synthesize 3,3-disubstitued oxindoles by the direct intramolecular oxidative coupling of an aryl Csp2-H and a Csp3-H center (see scheme; DMF = N,N-dimethylformamide).
Air-stable secondary phosphine oxide as preligand for palladium-catalyzed intramolecular a-arylations with chloroarenes
Ackermann, Lutz,Vicente, Ruben,Hofmann, Nora
supporting information; experimental part, p. 4274 - 4276 (2009/12/26)
A palladium catalyst derived from air-stable secondary phosphlne oxide (1-Ad)2P(O)H enabled efficient Intramolecular a-arylations of amides with aryl chlorides, which allowed for the synthesis of diversely substituted (aza)oxindoles.
Convenient synthesis of 3-alkoxy-3-aryloxindoles by intramolecular arylation of mandelic amides
Hillgren, J. Mikael,Marsden, Stephen P.
, p. 6459 - 6461 (2008/12/21)
(Chemical Equation Presented) Medicinally important 3-alkoxy-3- aryloxindoles are conveniently prepared by the rapid microwave-promoted palladium-catalyzed intramolecular enolate arylation of mandelate-derived anilides.
