15757-32-1

Upstream product

• 2058-74-4 1-methyl-1H-indole-2,3-dione 
• 5905-11-3 2-(4-chlorophenyl)-1-methyl-2-phenyl-1H-indole 
• 109-72-8 n-butyllithium 
• 1222534-57-7 C₁₉H₂₄N₂O 
• 598-30-1 sec.-butyllithium 
• 64605-29-4 1-(2-(methylamino)phenyl)-2-phenylethanone 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 32119-53-2 N-methyl-N-phenacylaniline 
• 133363-43-6 N-methyl-2-(1-phenylethenyl)benzenamine 
• 64097-92-3 2-(1-phenylvinyl)aniline 
• 98-80-6 phenylboronic acid 
• 1285240-21-2 N-(2-bromophenyl)-2-oxo-2-phenylacetamide 
• 91-56-5 indole-2,3-dione 
• 611-73-4 Benzoylformic acid 

Downstream Products

• 1215299-39-0 C₁₅H₁₄N₂O 
• 1351204-45-9 (R)-3-((R)-1-(benzyloxy)allyl)-1-methyl-3-phenylindolin-2-one 
• 97004-65-4 1,3-Dihydro-3-(4-methoxyphenyl)-1-methyl-3-phenyl-2H-indol-2-on 

Relevant academic research and scientific papers

Palladium-Catalyzed Allenamide Carbopalladation/Allylation with Active Methine Compounds

A palladium-catalyzed allenamide carbopalladation/allylation with active methine compounds has been developed. Various indoles and isoquinolinones bearing a quaternary carbon center were achieved with good efficiency, a broad substrate scope and good functional group tolerance. This reaction underwent cascade oxidative addition, carbopalladation, and allylic alkylation, and two new C-C bonds were formed in one pot.

Copper-Catalyzed Asymmetric Propargylic Alkylation with Oxindoles: Diastereo- A nd Enantioselective Construction of Vicinal Tertiary and All-Carbon Quaternary Stereocenters

A copper-catalyzed asymmetric propargylic alkylation of propargylic acetates with 3-substituted oxindoles for the stereoselective construction of vicinal tertiary and all-carbon quaternary stereocenters in a 3,3-disubstituted oxindole skeleton has been realized. The reaction proceeded smoothly under the catalysis of Cu(MeCN)4PF6combined with a chiral tridentate ferrocenyl P,N,N ligand, leading to a broad range of optically active 3,3-disubstituted oxindoles in high yields and with excellent diastereo- A nd enantioselectivities.

Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: An alternative approach to 3-hydroxy-2-oxindoles

A convenient aerobic oxidative hydroxylation of 3-substituted oxindoles under mild reaction conditions is described herein. This process was accomplished by the activation of molecular oxygen in the air in the presence of a photocatalyst under the irradiation of visible light. The desired product was delivered in up to 89% yield without the addition of base or stoichiometric oxidant.

Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes

Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.

Palladium-catalyzed selective synthesis of 3-hydroxy-2-oxindoles via cascade C-H cycloaddition and oxidation of α-Aminoacetophenones

A novel method for the synthesis of 3-hydroxy-2-oxindole (3-hydroxyindolin-2-one) derivatives by palladium-catalyzed tandem C-H cycloaddition and oxidation of α-Aminoacetophenone has been developed. In the presence of Pd(OAc)2 and AgOAc, a variety of 3-hy

Enantioselective Intramolecular Copper-Catalyzed Borylacylation

An enantioselective copper-catalyzed intramolecular borylacylation is reported. The reaction proceeds through an initial enantioselective borylcupration of the styrene, followed by a nucleophilic attack on the tethered carbamoyl chloride. The products, chiral borylated 3,3-disubstituted oxindoles, were generated in excellent yields and enantioselectivities. The versatile carbon–boron bond provides a platform for a wide array of diversification.

Preparation method of 3-hydroxyl-2-indolone derivative in water phase

The invention relates to a synthesis method of a 3-hydroxyl-2-indolone derivative in a water phase. The method includes the steps: adding 3-replacement-2-indolone compound (1a), a compound as shown ina formula 2a, sodium dodecyl sulfate (SDS) and solvent water into an Schlenk reaction bottle; placing the reaction bottle into a position with atmosphere conditions of a certain temperature and air,and stirring and reacting mixture in the reaction bottle; monitoring reaction processes by a TLC (thin-layer chromatography) or GC (gas chromatography); performing post-processing to obtain a target product 3-hydroxyl-2-indolone derivative (I) until raw materials completely react.

Preparation method of 3-substituted-3-hydroxy-2-indolone compounds

The invention provides a green synthesis method for preparing 3-substituted-3-hydroxy-2-indolone compounds. In the method, 3-substituted-2-indolone compounds 1a are taken as raw materials, and 3-substituted-3-hydroxy-2-indolone compounds are prepared conveniently with excellent yield under promotion of room temperature and TEMPO and/or other analogue 2a. The preparation method is simple in processand efficient and low in cost.

Co(III)-Catalyzed Coupling-Cyclization of Aryl C-H Bonds with α-Diazoketones Involving Wolff Rearrangement

An unusual cobalt(III)-catalyzed cross-coupling/cyclization of aryl C-H bonds of N-nitrosoanilines with α-diazo-β-ketoesters has been achieved. This protocol features a unique combination of Csp2-H activation/Wolff rearrangement process, allowing for the rapid assembly of quaternary 2-oxindoles. The empirical evidence and density functional theory (DFT) calculations reveal the trapping process of transient acceptor ketene intermediates by cobalt metallocycles.

Nickel(II)-catalyzed addition reaction of arylboronic acids to isatins

A Ni-catalyzed addition of arylboronic acids to isatins was first developed. The reaction, driven by Ni(acac)2 and dppp as the phosphine ligand, gave 3-aryl-3-hydroxy-2-oxindoles in up to 97% yield. Scopes of benzyl-protected isatins and arylboronic acids were examined. Substituted phenylboronic acids along with fused-ring and heterocyclic boronic acids reacted with isatins smoothly. Preliminary asymmetric catalysis was investigated as well, showing moderate enantioselectivity. The mechanism was also described.