723-89-7

Usage

Uses

Used in Pharmaceutical Industry:
1-Phenylisatin is used as a reactant for the preparation of indolin-2,3-dione Schiff bases, which have potential applications as antimycobacterial agents. These agents are crucial in the development of treatments for tuberculosis and other mycobacterial infections.
1-Phenylisatin is also used as a reactant for the synthesis of antipyretic agents, which are essential in managing fever and reducing body temperature in cases of infection or inflammation.
In addition, 1-Phenylisatin plays a role in the production of antiproliferative agents, which are compounds that inhibit cell growth and can be used in the treatment of cancer and other hyperproliferative disorders.
Furthermore, 1-Phenylisatin is utilized in the creation of phenylacetamides, which have anticonvulsant properties. These agents are vital in the management of epilepsy and other seizure disorders.
Lastly, 1-Phenylisatin is used in the development of selective Galanin GAL3 receptor antagonists. These antagonists have potential therapeutic applications in the treatment of various neurological and psychiatric conditions, such as depression, anxiety, and pain management.

InChI:InChI=1/C14H9NO2/c16-13-11-8-4-5-9-12(11)15(14(13)17)10-6-2-1-3-7-10/h1-9H

Upstream product

• 108-86-1 bromobenzene 
• 91-56-5 indole-2,3-dione 
• 934-56-5 trimethyl(phenyl)stannane 
• 98-80-6 phenylboronic acid 
• 122-39-4 diphenylamine 
• 591-50-4 iodobenzene 
• 13797-22-3 methyl N-phenyloxamate 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 62-53-3 aniline 
• 120230-90-2 2-(2-bromophenyl)-N-phenylacetamide 
• 551-93-9 2-aminoacetophenone 
• 18698-97-0 ortho-bromophenylacetic acid 
• 81254-05-9 1-Phenyl-3-nitroso-4-hydroxycarbostyryl 
• 75385-92-1 (N,N-diphenylcarbamoyl) formyl chloride 

Downstream Products

• 124145-27-3 N-phenyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one 
• 303984-71-6 1-phenyl-indoline-2,3-dione-3-phenylhydrazone 
• 93717-59-0 3-hydroxy-1-phenylindolin-2-one 
• 859068-29-4 3,3-dichloro-1-phenylindolin-2-one 
• 105431-71-8 1,3-dihydro-3-hydroxy-1-phenyl-3-(pyridinylmethyl)-2H-indol-2-one 
• 121195-62-8 1-phenylindole-2,3-dicarboxylic acid 
• 25854-97-1 N-Nitrozo-N-phenyl-anthranilic acid 
• 87885-91-4 C₂₆H₁₈N₄O₃ 
• 28561-80-0 3-hydroxy-1-phenyl-1H-indazole 
• 20877-86-5 N-phenyl isatoic anhydride 

Relevant academic research and scientific papers

Diastereo- and Enantioselective Synthesis of Borylated 3-Hydroxyoxindoles by Addition of gem-Diborylalkanes to Isatins

The catalytic asymmetric synthesis of borylated 3-hydroxyoxindoles by addition of gem-diborylalkanes to isatins is disclosed. Chiral 3-hydroxyoxindoles bearing two contiguous stereogenic centers were produced in up to >20:1 dr and 99% ee. The synthetic utility of the corresponding products is presented through several transformations of the boryl moiety. This report provides an efficient strategy to incorporate a boryl functional group toward the synthesis of 3-hydroxyoxindoles.

Organocatalytic Asymmetric Synthesis of Aza-Spirooxindoles via Michael/Friedel-Crafts Cascade Reaction of 1,3-Nitroenynes and 3-Pyrrolyloxindoles

An asymmetric [3+3] cyclization of nitroenynes and 3-pyrrolyloxindoles has been realized with a chiral bifunctional squaramide catalyst. This Michael/Friedel-Crafts cascade strategy provides a facile and efficient access to enantioenriched polycyclic aza-spirooxindoles with 32-95% isolated yields and excellent stereocontrol under mild reaction conditions.

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.

Palladium catalyzed divergent cycloadditions of vinylidenecyclopropane-diesters with methyleneindolinones enabled by zwitterionic π-propargyl palladium species

A palladium-catalyzed divergent synthesis of spirooxindoles fused with a five- or a six-membered ring by a cycloaddition reaction of vinylidenecyclopropane-diesters with methyleneindolinones was disclosed. This protocol features anin situgenerated unprecedented zwitterionic π-propargyl palladium species in cycloaddition reactions and a switchable process between (3+2) and (4+2) cycloadditions by changing the phosphine ligand.

One-pot method for preparing 9 - acridine formic acid

The invention discloses a one-pot method for preparing 9 - acridine formic acid. After completion of the reaction, the unreacted oxalyl chloride and the reaction solvent are then distilled 5 - 10 °C off under reduced pressure until the reaction is complet

Catalytic Asymmetric Addition of Diorganozinc Reagents to Pyrazole-4,5-Diones and Indoline-2,3-Diones

The catalytic enantioselective diorganozinc additions to cyclic diketones including pyrazolin-4,5-diones and isatins have been developed. In the presence of morpholine-containing chiral amino alcohol ligand, the corresponding chiral cyclic tertiary alcohols were produced in good to excellent yields (up to 97 %) and enantioselectivities (up to 95 % ee). The notable feature of this protocol includes its mild reaction conditions, Lewis acid additives free and broad functional group tolerance.

Dynamic Kinetic Asymmetric Transformation of Racemic Diastereomers: Diastereo- and Enantioconvergent Michael–Henry Reactions to Afford Spirooxindoles Bearing Furan-Fused Rings

Dynamic kinetic asymmetric transformation (DYKAT) reactions of racemic diastereomer mixtures that afford the products as essentially single diastereomers with high enantioselectivities are described. We demonstrated the DYKAT in the diastereo- and enantio

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.

Chiral naphthyl-C2-indole as scaffold for phosphine organocatalysis: Application in asymmetric formal [4 + 2] cycloaddition reactions

The applications of a newly designed chiral naphthyl-C2-indole bifunctional phosphine organocatalyst in stereoselective formal [4 + 2] cycloaddition reactions were reported. The chiral naphthyl-C2-indole skeleton was introduced to bifunctional phosphine o

Palladium-Catalyzed Cascade Hydrosilylation and Amino-Methylation of Isatin Derivatives

We demonstrate that using palladium acetate as a catalyst for reduction of DMF and isatin derivatives by hydrosilanes, a cascade hydrosilylation and amino-methylation reaction can be realized. With DMF as a reactant and a solvent, the in-situ generated siloxymethylamine intermediate, an adduct of DMF and hydrosilanes, smoothly participates in the successive stages, providing a serials of Si, N-functionalized indolin-2-ones in moderate to good yields. This strategy exhibits high chemoselectivity toward carbonyl moieties reduction among the substrates. (Figure presented.).