1333258-74-4

Upstream product

• 79183-44-1 1-benzyl-5-bromoisatin 
• 762-72-1 allyl-trimethyl-silane 
• 1730-25-2 allylmagnesium bromide 
• 106-95-6 allyl bromide 
• 87-48-9 5-Bromo-1H-indole-2,3-dione 
• 74348-96-2 2-(prop-2-en-1-yl)-1,3,2-dioxaborolane 
• 556-56-9 allyl iodid 
• 100-39-0 benzyl bromide 

Downstream Products

• 1190109-47-7 (S)-3-allyl-1-benzyl-5-bromo-3-hydroxyindolin-2-one 
• 1449291-34-2 C₂₇H₂₂BrNO₃ 

Relevant 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

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

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

Diversity-Oriented Synthesis of Oxacyclic Spirooxindole Derivatives through Ring-Closing Enyne Metathesis and Intramolecular Pauson–Khand (2+2+1) Cyclization of Oxindole Enynes

An efficient approach for a reagent-based diversity-oriented synthesis (DOS) of novel fused spirooxindole scaffolds from oxindole enynes has been developed. The reaction involves a metal-catalyzed C-3 allylation/vinylation/homoallylation of N-substituted isatins which gives rise to the corresponding alcohols that can be converted into the required enynes. Further transformation to diverse complex molecular scaffolds proceeds via a subsequent ruthenium-catalyzed ring-closing enyne metathesis (RCEYM), or cobalt-catalyzed intramolecular Pauson–Khand (2+2+1) cyclization reaction (IPKR). This strategy provides a facile approach to various spirooxindole-vinyldihydropyrans/tetrahydrooxepines and spirocyclic fused cyclopentenones in good to excellent yields. (Figure presented.).

Kinetic resolution of tertiary alcohols: Highly enantioselective access to 3-hydroxy-3-substituted oxindoles

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

Bismuthtriflate-catalyzed reaction of N-Alkylisatins with allyltrimethylsilane

An efficient and general method has been described for the synthesis of 3-allyl-3-hydroxyoxindole by the reaction of isatins with allyltrimethylsilane in the presence of Bi(OTf)3·4H3O. The method is catalytic and suitable for the pre