1229649-03-9Relevant academic research and scientific papers
Applications of Ytterbium(II) Reagent as Grignard Reagent and Single-Electron Transfer Reagent in the Synthesis of 3-Substituted 2-Oxindoles
Wang, Pengkai,Cao, Xuyan,Zhang, Songlin
, p. 3836 - 3846 (2021/07/02)
The use of ytterbium(II) reagent as both nucleophilic reagent and single-electron transfer reagent in the reaction of isatin derivatives with ytterbium(II) reagent is reported. From a synthetic point of view, a general, efficient, and experimentally simple one-pot method for the preparation of 3-substituted 2-oxindoles was developed.
BINOL derivatives-catalysed enantioselective allylboration of isatins: Application to the synthesis of (: R)-chimonamidine
Braire, Julien,Carreaux, Fran?ois,Dorcet, Vincent,Lalli, Claudia,Vidal, Jo?lle
supporting information, p. 6042 - 6046 (2020/11/04)
The asymmetric synthesis of the 3-allyl-3-hydroxyoxindole skeleton was accomplished in yields up to 99% via a metal-free and enantioselective allylation of isatins (90-96% ee) using BINOL derivatives as catalysts and an optimized allylboronate. This methodology was applied at a gram-scale to the synthesis of the natural product (R)-chimonamidine. This journal is
Kinetic resolution of tertiary alcohols: Highly enantioselective access to 3-hydroxy-3-substituted oxindoles
Lu, Shenci,Poh, Si Bei,Siau, Woon-Yew,Zhao, Yu
supporting information, p. 1731 - 1734 (2013/04/10)
Enantioselective: The first highly enantioselective kinetic resolution of 3-hydroxy-3-substituted oxindoles has been developed through oxidative esterification catalyzed by a N-heterocyclic carbene (see picture). This method uses a simple procedure and provides 3-hydroxy-oxindoles with various substituents at the 3-position in excellent enantiopurity. S=selectivity. Copyright
Applications of NHC-mediated O- to C-carboxyl transfer: synthesis of (±)-N-benzyl-coerulescine and (±)-horsfiline
Thomson, Jennifer E.,Kyle, Andrew F.,Ling, Kenneth B.,Smith, Siobhan R.,Slawin, Alexandra M.Z.,Smith, Andrew D.
experimental part, p. 3801 - 3813 (2010/07/02)
NHC-promoted O- to C-carboxyl transfer of 3-allyl indolyl phenyl carbonates generates 3-allyl-3-phenoxycarbonyl-oxindoles with good catalytic efficiency, which are readily converted into (±)-N-benzyl-coerulescine and (±)-horsfiline.
