33333-60-7

Upstream product

• 120-72-9 indole 
• 91-56-5 indole-2,3-dione 

Downstream Products

• 1360873-04-6 C₂₄H₁₈N₂O₂ 
• 1360873-34-2 C₂₅H₂₀N₂O₃ 
• 1360873-31-9 C₂₅H₂₀N₂O₂ 
• 1360873-32-0 C₂₄H₁₇ClN₂O₂ 
• 1454598-13-0 (2S)-(4-methoxybenzyloxy)-2-((3R)-2-oxo-3,3'-biindol-3-yl)acetaldehyde 
• 1454598-34-5 C₂₆H₂₄N₂O₄ 
• 1454598-26-5 (R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-3,3'-biindolin-2-one 
• 1454598-28-7 di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-oxo-3,3'-biindoline-1,1'-dicarboxylate 
• 1454598-29-8 di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate 
• 1454598-30-1 di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate 
• 1454598-31-2 di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-methoxy-3,3'-biindoline-1,1'-dicarboxylate 
• 1454598-37-8 C₃₆H₄₀N₂O₈ 
• 1454598-38-9 C₃₆H₄₂N₂O₈ 
• 1454598-39-0 tert-butyl 3a-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-3-(4-methoxybenzyloxy)-3,3a-dihydro-2H-furo[2,3-b]indole-8(8aH)-carboxylate 

Relevant academic research and scientific papers

Supramolecular synthesis of 3-indolyl-3-hydroxy oxindoles under neutral conditions in water

(Chemical Equation Presented) Various 3-indolyl-3-hydroxy oxindoles were prepared for the first time by supramolecular catalysis involving the reaction of β-CD:isatin complexes with indoles under neutral conditions in water. β-Cyclodextrin can be recovered and reused a number of times without loss of activity.

Application of cellulose/chitosan grafted nano-magnetites as efficient and recyclable catalysts for selective synthesis of 3-indolylindolin-2-ones

Cellulose grafted to nano-magnetites was found to be an efficient biopolymer composite for catalysis of Friedel-Crafts reaction between isatins and indoles, leading to selective synthesis of 3-hydroxy-3-indolylindolin-2- ones. The catalysis process is likely effected by a mass of hydroxyl groups arranged along the backbone of cellulose fibers coated on surface of the nano-sized magnetite support, where they get exposed to the adsorbed substrates. Synergistic push-pull effects, reminiscent of the soft catalysis of metal-less enzymes, via proton donating-accepting functions of the hydroxyl groups anchored on surface of the cellulose shell were invoked to explain the clean and selective bioorganocatalysis of 3-indolylindolin-2-one formation. In addition, more improvement in this selective catalytic performance was realized by employing the magnetite nano-particles coated with chitosan shell.

Electro-organic synthesis of nanosized particles of 3-hydroxy-3-(1H-indol- 3-yl)indolin-2-one derivatives

This article describes an electrochemical method for preparation of nanosized particles of 3-hy-droxyoxindoles. The method is based on the reaction of isatins with indoles in propanol employing an undivided cell in the presence of NaBr as an electrolyte. The product was characterized after purification using infrared (IR), 1H nuclear magnetic resonance (NMR), 13C NMR, mass spectrometry (MS), and scanning electron microscopy (SEM).

Cu(I)-catalyzed one-pot reactions of isatins, indoles, and amines toward unsymmetrically substituted 2-carbonylarylureas

A series of unsymmetrical arylureas was obtained by the one-pot method for reacting isatins with indoles incorporating primary amino moieties, a significant heterocyclic skeleton for diverse pharmaceutically active structures. The reaction proceeds through Cu(I)-catalyzed C2–C3 bond of the ring-opening isatins and then expands the substrates in the optimum conditions. Furthermore, selected compounds 4b and 4k exhibit moderate to good anti-schistosomicidal activities.

Triton b-assisted, efficient, and convenient synthesis of 3-indolyl-3-hydroxy oxindoles in aqueous medium

An efficient and convenient synthesis of 3-indolyl-3-hydroxy oxindole is described by the reaction of isatin with indole in the presence of Triton B in an aqueous medium.

Preparation, characterization, and catalysis application of nano-rods zinc oxide in the synthesis of 3-indolyl-3-hydroxy oxindoles in water

ZnO nano-rods is synthesized successfully by a new method employing Zn(OAc)2·2H2O, NH3 and polyethylene glycol (PEG, Mw = 2000). X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and BET surface area measurement were used to characterize the structure and morphology of the catalyst. Nano-rods ZnO has been found highly effective and recyclable catalyst for synthesis of 3-indolyl-3-hydroxy oxindole derivatives by Friedel-Crafts reaction of indole with isatins in excellent yields, in water.

Organocatalytic Asymmetric Synthesis of Spiro-Bridged and Spiro-Fused Heterocyclic Compounds Containing Chromane, Indole, and Oxindole Moieties

Following the reactivity inversion strategy, two different two-step sequences were designed and successfully applied to the asymmetric synthesis of spiro-bridged and spiro-fused heterocyclic compounds, which combined chromane, indole, and oxindole, three

An efficient Friedel-Crafts alkylation for the synthesis of 3-indolyl-3-hydroxy oxindoles and unsymmetrical 3,3-diaryl oxindoles catalyzed by Dabco-based ionic liquids in water

A convenient and rapid method for the syntheses of 3-indolyl-3-hydroxy oxindoles and unsymmetrical 3,3-diaryl oxindoles has been developed by using Dabco-based ionic liquid catalysts. The two ionic liquid catalysts, [Dabco-H][BF4] and [Dabco-H][HSO4] were found to be highly efficient catalysts for controlled 3-indolylation of isatins in water. When [Dabco-H][BF4] was employed as the catalyst in water at 55 °C, the reaction between isatins and indoles stops at the step of addition of the two components and afforded 3-indolyl-3-hydroxy oxindoles. While increasing the reaction temperature to 90 °C, the catalyst [Dabco-H][HSO4] could drive the reaction further and afford symmetrical 3,3-diindolyl oxindoles. By using the two kinds of ionic liquids, a two-step protocol for the efficient synthesis of unsymmetrical 3,3-diaryl oxindoles has also been developed. The use of water as the reaction medium makes the process environmentally benign. The catalysts can be recycled five times without activity loss.

An efficient synthesis of 3-indolyl-3-hydroxy oxindoles and 3,3-di(indolyl)indolin-2-ones catalyzed by sulfonated β-CD as a supramolecular catalyst in water

Sulfonated-β-cyclodextrin (β-CD-SO3H) promoted efficient and fast electrophilic substitution reaction of indoles with various isatins reflux in water is reported affording various 3-indolyl-3-hydroxy oxindoles and 3,3-di(indolyl)indolin-2-ones in good to excellent yields in short reaction time.

Lambert Salt-Initiated Development of Friedel–Crafts Reaction on Isatin to Access Distinct Derivatives of Oxindoles

Herein, a mild metal-free and efficacious route for the synthesis of biologically important 3-aryl oxindole derivatives is described. Using Lambert salt-initiated hydroarylation of isatin, a diverse array of monoarylated products, symmetrical/unsymmetrical double-arylated products, and deoxygenated hydroarylated products could be synthesized from the single starting substrate in good to excellent yields. A preliminary mechanistic study revealed that the reaction proceeds via a monoarylated product followed by a nucleophilic attack by another electron-rich arene nucleophile under mild conditions. The potential of newly synthesized symmetric/unsymmetric 3,3-disubstituted oxindole, 3-substituted 3-hydroxy oxindoles, 3,3-di(indolyl)indolin-2-ones, and α-aryl oxindoles as valuable building blocks is further illustrated.