3335-95-3

Usage

Molecular structure

1-benzyl-3-phenyl-1,3-dihydro-2H-indol-2-one has a complex and specific molecular structure, containing an indole and a lactone ring, as well as a benzyl and a phenyl substituent.

Classification

It is classified as an indolone, which is a type of organic compound that consists of an indole ring fused to a lactone ring.

Biological activity potential

Due to its unique structure, 1-benzyl-3-phenyl-1,3-dihydro-2H-indol-2-one has the potential to exhibit biological activity, making it a compound of interest for further research.

Pharmaceutical industry relevance

The compound may be of interest in the pharmaceutical industry for drug development, as it could potentially be used as a therapeutic agent.

Research subject

The synthesis and properties of 1-benzyl-3-phenyl-1,3-dihydro-2H-indol-2-one make it a subject of research in medicinal chemistry and related fields, as scientists seek to understand its potential applications and effects.

Upstream product

• 74982-51-7 1-benzyl-3-hydroxy-3-phenyl-1,3-dihydro-2H-indol-2-one 
• 1217-89-6 1-benzylisatin 
• 100-59-4 phenylmagnesium chloride 
• 108-86-1 bromobenzene 
• 7135-32-2 1-benzylindolin-2-one 
• 17763-67-6 Phenyl triflate 
• 108-90-7 chlorobenzene 
• 591-50-4 iodobenzene 
• 4870-65-9 2-bromophenylacetic acid 
• 758640-21-0 N-Benzylaniline 
• 1332709-04-2 N-benzyl-2-bromo-N,2-diphenylacetamide 
• 100-58-3 phenylmagnesium bromide 
• 1060771-81-4 1-benzyl-3-phenylindole-2-yl phenyl carbonate 
• 4712-55-4 diphenyl hydrogen phosphite 

Downstream Products

• 799561-10-7 C₄₉H₄₄N₂O₄ 
• 799561-63-0 C₄₆H₄₀N₂O₄ 
• 799561-64-1 C₄₆H₄₀N₂O₄ 
• 799561-27-6 C₄₆H₄₀N₂O₄ 
• 1208337-23-8 C₃₀H₂₅NO 
• 1227185-59-2 C₃₄H₃₄N₄O₄ 
• 1922-81-2 1-benzyl-3,3-diphenylindolin-2-one 
• 1227680-38-7 N-benzyl-3-(4-methoxyphenyl)-3-phenyl-2-oxindole 
• 1227680-41-2 N-benzyl-3-(3-chlorophenyl)-3-phenyl-2-oxindole 
• 1227680-39-8 N-benzyl-3-(3-methoxyphenyl)-3-phenyl-2-oxindole 
• 1227680-44-5 N-benzyl-3-(4-hydroxyphenyl)-3-phenyl-2-oxindole 
• 1227680-40-1 N-benzyl-3-(2-methoxyphenyl)-3-phenyl-2-oxindole 
• 1227680-37-6 N-benzyl-3-(2-methylphenyl)-3-phenyl-2-oxindole 
• 1227680-47-8 N-benzyl-3-(2,6-dimethylphenyl)-3-phenyl-2-oxindole 

Relevant academic research and scientific papers

Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives

3-Aryloxindole derivatives were synthesized through a Friedel-Crafts-type cyclization. The reaction was catalyzed by a trimethylsilyl tricyanopalladate complex generated in situ from trimethylsilyl cyanide and Pd(OAc) 2. Wide varieties of diethyl phosphates derived from N -arylmandelamides were converted almost quantitatively into oxindoles. When N, N -dibenzylamide was used instead of an anilide substrate, a benzo-fused δ-lactam was obtained. An oxindole product was subjected to substitution reactions to afford 3,3-diaryloxindoles with two different aryl groups.

Palladium-Catalyzed Allylation of Cyclopropyl Acetylenes with Oxindoles to Construct 1,3-Dienes

A novel palladium-catalyzed allylic alkylation of oxindoles with cyclopropyl acetylenes has been developed. Various 1,3-diene oxindole framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio-, and stereoselectivities. The reaction exhibited high atom economy and good functional group tolerance.

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.

Palladium(II)/N-Heterocyclic Carbene Catalyzed One-Pot Sequential α-Arylation/Alkylation: Access to 3,3-Disubstituted Oxindoles

Rationally designed fluorene-based mono- and bimetallic Pd-PEPPSI complexes were synthesized and demonstrated to be effective for the one-pot sequential α-arylation/alkylation of oxindoles. This streamlined approach offers efficient access to functionalized 3,3-disubstituted oxindoles in excellent yields (up to 89%) under mild reaction conditions.

α-Arylation of oxindoles using recyclable metal oxide ferrite nanoparticles: Comparison between the catalytic activities of nickel, cobalt and copper ferrite nanoparticles

Three different spinel metal oxide catalytic systems including NiFe2O4, CuFe2O4 and CoFe2O4 were synthesized using co-precipitation technique and their catalytic activities were compared to

Novel Methodology for the Efficient Synthesis of 3-Aryloxindoles: [1,2]-Phospha-Brook Rearrangement-Palladium-Catalyzed Cross-Coupling Sequence

A novel methodology for the efficient synthesis of 3-aryloxindoles from isatin derivatives was developed. The methodology involves the formation of an oxindole having a phosphate moiety at the C-3 position via the [1,2]-phospha-Brook rearrangement under Bronsted base catalysis followed by palladium-catalyzed cross-coupling with aryl boron reagents. The one-pot synthesis of 3-aryloxindoles from isatin derivatives is also described.

Bifunctional tertiary amine-squaramide catalyzed asymmetric catalytic 1,6-conjugate addition/aromatization of para-quinone methides with oxindoles

The asymmetric catalytic 1,6-addition of p-QMs with racemic oxindoles under the bifunctional catalysis of C2-symmetric dimeric Cinchona-derived squaramide is described. This tertiary amine-squaramide catalyzed reaction provides a diastereoselective and enantioselective approach to the effective assembly of diverse diarylmethine-substituted oxindoles having vicinal tertiary and quaternary stereocenters.

Isothiourea-mediated asymmetric O- to C-carboxyl transfer of oxazolyl carbonates: Structure-selectivity profiles and mechanistic studies

The structural motif within a series of tetrahydropyrimidine-based isothioureas necessary for generating high asymmetric induction in the asymmetric Steglich rearrangement of oxazolyl carbonates is fully explored, with crossover and dynamic 19F NMR experiments used to develop a mechanistic understanding of this transformation. Copyright

The palladium catalyzed asymmetric addition of oxindoles and allenes: An atom-economical versatile method for the construction of chiral indole alkaloids

The Pd-catalyzed asymmetric allylic alkylation (AAA) is one of the most useful and versatile methods for asymmetric synthesis known in organometallic chemistry. Development of this reaction over the past 30 years has typically relied on the use of an ally

Carbon-carbon bond-forming reactions of α-carbonyl carbocations: Exploration of a reversed-polarity equivalent of enolate chemistry

Carbon-carbon bond-forming reactions of putative α-carbonyl carbocation intermediates generated by Lewis acid- or silver-promoted ionizations of toluenesulfonate or halide leaving groups are described. This under-exploited mode of reactivity represents an 'umpolung' of conventional enolate chemistry, and enables C-C bond construction in both intra- and intermolecular contexts. Attempts to develop diastereoselective variants of this process using chiral ester and oxazolidinone-based auxiliaries are discussed.