1037586-64-3Relevant academic research and scientific papers
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
supporting information, 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.
A robust, efficient catalyst system for enolate arylation leading to quaternary 3-aminooxindoles
Watson, Emma L.,Marsden, Stephen P.,Raw, Steven A.
experimental part, p. 3318 - 3320 (2009/08/09)
A catalyst screening programme has revealed that a combination of Pd(0) and the N-heterocyclic carbene ligand SIPr forms a particularly robust and efficient catalyst for the formation of important quaternary 3-aminooxindoles via intramolecular enolate ary
Facile and general synthesis of quaternary 3-aminooxindoles
Marsden, Stephen P.,Watson, Emma L.,Raw, Steven A.
supporting information; experimental part, p. 2905 - 2908 (2009/05/30)
(Chemical Equation Presented) A novel approach to the valuable quaternary 3-aminooxindole skeleton is reported on the basis of intramolecular arylation of enolates of substituted amino acids. The reaction tolerates dialkyl- and arylalkylamines as well as a range of carbon substituents (primary and secondary alkyl, aryl). The cyclization of N-indolyl-substituted substrates is accompanied by direct C-H arylation of the indole, leading to indolo-fused benzodiazepines.
