23772-61-4

Basic information

• Product Name: (Z)-3-benzylideneindolin-2-one
• Synonyms: (Z)-3-benzylideneindolin-2-one
• CAS NO: 23772-61-4
• Molecular Weight: 221.258
• Mol File: 23772-61-4.mol
• Article Data: 64

Chemical Properties

• CAS DataBase Reference: (Z)-3-benzylideneindolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3-benzylideneindolin-2-one(23772-61-4)
• EPA Substance Registry System: (Z)-3-benzylideneindolin-2-one(23772-61-4)

Safety Data

• Hazardous Substances Data: 23772-61-4(Hazardous Substances Data)

Usage

Description

(Z)-3-benzylideneindolin-2-one, also known as isatin, is a chemical compound with the molecular formula C15H11NO. It belongs to the class of indole derivatives, which are organic compounds containing an indole moiety. This versatile chemical has been studied for its potential biological activities, including anti-inflammatory, anti-cancer, and anti-microbial properties. Furthermore, it has demonstrated insecticidal and pesticidal activities, making it a valuable compound for various applications.

Uses

Used in Pharmaceutical Industry:
(Z)-3-benzylideneindolin-2-one is used as a key building block for the synthesis of various pharmaceutical compounds. Its anti-inflammatory, anti-cancer, and anti-microbial properties make it a promising candidate for drug discovery, potentially leading to the development of new treatments for a range of diseases and conditions.
Used in Agrochemical Industry:
(Z)-3-benzylideneindolin-2-one is used as an active ingredient in the development of agrochemicals, specifically for its insecticidal and pesticidal activities. This application helps in the protection of crops from harmful insects and pests, ensuring higher crop yields and better food security.

Upstream product

• 105703-65-9 (2E)-N-(2-chlorophenyl)cinnamamide 
• 3359-49-7 3-benzylideneoxindole 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 100-39-0 benzyl bromide 
• 59-48-3 2-oxoindole 
• 100-52-7 benzaldehyde 
• 1243657-66-0 1,3-diethyl 2-(2-bromophenylamino)-2-oxoethylphosphonate 
• 52393-67-6 (2Z)-N,3-diphenyl-2-propenamide 
• 3056-73-3 cinnamanilide 
• 201230-82-2 carbon monoxide 
• 13141-38-3 2-phenylethynylaniline 
• 98-80-6 phenylboronic acid 
• 110-89-4 piperidine 
• 102-92-1 Cinnamoyl chloride 

Downstream Products

• 71056-40-1 C₁₇H₁₃NO₂ 
• 23782-37-8 (3E)-3-benzylidene-1,3-dihydro-2H-indol-2-one 
• 3377-71-7 N-benzylindole 
• 3377-74-0 3-benzyl-1-benzyl-1H-indole 
• 1314970-56-3 3-allyl-1,3-dibenzylindoline 
• 497179-39-2 3-allyl-1-benzyl-1H-indole 
• 1314970-49-4 3-allyl-3-benzyl-1-(2-bromobenzyl)indolin-2-one 
• 1314970-50-7 3-allyloxy-3-benzyl-1-(2-bromobenzyl)indolin-2-one 
• 1289108-41-3 tert-butyl 3-benzyl-3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-2-oxoindoline-1-carboxylate 
• 862907-10-6 tert-butyl 3-benzyl-2-oxoindoline-1-carboxylate 
• 1286738-47-3 (2'R,3S,4'R,5'R)-methyl 2'-(2-bromophenyl)-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate 
• 1286738-49-5 (2'R,3S,4'R,5'R)-methyl 2-oxo-4'-phenyl-2'-(p-tolyl)spiro[indoline-3,3'-pyrrolidine]-5'-carboxylate 

Relevant articles and documents

Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryland alkenylboronic acids

The rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids furnishes 3-alkylideneoxindoles in a stereoselective manner. The reaction allows arrangement of various substituents on the exocyclic double bond a

Alkyne hydroarylation with Au N-heterocyclic carbene catalysts

Mono- and dinuclear gold complexes with N-heterocyclic carbene (NHC) ligands have been employed as catalysts in the intermolecular hydroarylation of alkynes with simple unfunctionalised arenes. Both mono- and dinuclear gold(III) complexes were able to catalyze the reaction; however, the best results were obtained with the mononuclear gold(I) complex IPrAuCl. This complex, activated with one equivalent of silver tetrafluoroborate, exhibited under acidic conditions at room temperature much higher catalytic activity and selectivity compared to more commonly employed palladium(II) catalysts. Moreover, the complex was active, albeit to a minor extent, even under neutral conditions, and exhibited lower activity but higher selectivity compared to the previously published complex AuCl(PPh3). Preliminary results on intramolecular hydroarylations using this catalytic system indicate, however, that alkyne hydration by traces of water may become a serious competing reaction.

Electrochemical Umpolung C-H Functionalization of Oxindoles

Herein, we present a general electrochemical method to access unsymmetrical 3,3-disubstituted oxindoles by direct C-H functionalization where the oxindole fragment behaves as an electrophile. This Umpolung approach does not rely on stoichiometric oxidants and proceeds under mild, environmentally benign conditions. Importantly, it enables the functionalization of these scaffolds through C-O, and by extension to C-C or even C-N bond formation.

Oxidative electro-organic synthesis of dimeric hexahydropyrrolo-[2,3-: B] indole alkaloids involving PCET: Total synthesis of (±)-folicanthine

An efficient electrochemical oxidation strategy for the total synthesis of a dimeric hexahydropyrrolo[2,3-b]indole alkaloid, (±)-folicanthine (1b), has been envisioned. Control experiments suggest that a PCET pathway involving stepwise electron transfer f

E - Z isomerization of 3-benzylidene-indolin-2-ones using a microfluidic photo-reactor

Here, we report controlled E-Z isomeric motion of the functionalized 3-benzylidene-indolin-2-ones under various solvents, temperature, light sources, and most importantly effective enhancement of light irradiance in microfluidic photoreactor conditions. S