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Usage

Uses

Used in Cosmetics Industry:
1-Ethyl-1,3-dihydro-2H-indol-2-one is used as a fragrance and flavoring agent for its pleasant and appealing scent, enhancing the sensory experience of perfumes, soaps, and lotions.
Used in Food Industry:
In the food industry, 1-Ethyl-1,3-dihydro-2H-indol-2-one is used as a flavoring agent to impart a pleasant aroma and taste to a variety of food products, including beverages, confections, and baked goods.
Used in Pharmaceutical Research:
1-Ethyl-1,3-dihydro-2H-indol-2-one is being studied for its potential therapeutic applications, such as anti-inflammatory and analgesic properties, indicating its possible use as a pharmaceutical agent. However, further research is required to fully understand its pharmacological effects and safety profile.

Upstream product

• 59-48-3 2-oxoindole 
• 75-03-6 ethyl iodide 
• 39086-61-8 2-chloro-N-ethylacetanilide 
• 84258-43-5 7-Chloro-1-ethyl-1,4,5,6-tetrahydro-indol-2-one 
• 76269-81-3 2-diazo-N-ethyl-N-phenylacetamide 
• 142612-52-0 N-ethyl-N-phenyl-α-(methoxycarbonyl)-α-diazoacetamide 
• 109686-91-1 1,3-Dihydro-3,3-bis(methylthio)-1-<1-(methylthio)ethyl>-2H-indol-2-on 
• 4290-94-2 N-ethylisatin 
• 101391-21-3 1-ethyl-3-hydroxyindolin-2-one 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 75-04-7 ethylamine 
• 18698-97-0 ortho-bromophenylacetic acid 
• 103-69-5 N-ethyl-N-phenylamine 
• 91-56-5 indole-2,3-dione 

Downstream Products

• 50793-70-9 1-ethyl-3-(4-dimethylamino-benzylidene)-indolin-2-one 
• 110554-77-3 1-ethyl-3-(4-diethylamino-phenylimino)-indolin-2-one 
• 69736-76-1 5-bromo-N-ethylisatin 
• 124137-08-2 3-acetyl-1-ethyl-3-(2,5-bis-benzenesulfonylamino-phenyl)-indolin-2-one 
• 104019-22-9 1-ethyl-5-acetyloxindole 
• 104019-07-0 1-ethyl-5-benzoyloxindole 
• 1400698-37-4 1-ethyl-5-phenylindolin-2-one 
• 1400698-38-5 5-(4-tert-butylphenyl)-1-ethylindolin-2-one 
• 1400698-39-6 1-ethyl-5-(4-methoxyphenyl)indolin-2-one 
• 1400698-41-0 5-(4-(diphenylamino)phenyl)-1-ethylindolin-2-one 
• 1400698-42-1 5,10,15-triethyl-3,8,13-triphenyl-10,15-dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole 
• 1400698-43-2 3,8,13-tris(4-tert-butylphenyl)-5,10,15-triethyl-10,15-dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole 
• 1400698-44-3 5,10,15-triethyl-3,8,13-tris(4-methoxyphenyl)-10,15-dihydro-5H-diindolo [3,2-a:3',2'-c]carbazole 

Relevant academic research and scientific papers

Photochemical 1,3-migration of the hydroxyl group in 1-alkyl-3-hydroxyoxindoles

Irradiation of 1-alkyl-3-hydroxyoxindoles in degassed solutions afforded 1-alkyl-4-hydroxyoxindoles via 1,3-migration of the hydroxyl group together with 1-alkyloxindoles.

Triazatruxene-based organic dyes containing a rhodanine-3-acetic acid acceptor for dye-sensitized solar cells

Two novel triazatruxene-based organic dyes with a rhodanine acceptor have been designed, synthesized, and applied as photosensitizers for dye-sensitized solar cells. The photophysical and electrochemical properties of the dyes were investigated using UV-vis absorption spectroscopy, electrochemistry, and density functional theory calculations. Dyes with π-conjugated spacers, thiophene and benzene, both showed broad IPCE responses even up to 800 nm which covers almost the whole visible light spectrum and offers great potential in DSSCs. An overall conversion efficiency of 3.60% under AM 1.5 illumination (100 mW cm-2) was achieved with the benzene spaced dye.

New donor-π-acceptor type triazatruxene derivatives for highly efficient dye-sensitized solar cells

A new class of organic dyes based on triazatruxene have been designed and synthesized for dye-sensitized solar cells. The photoelectronic properties of these donor-π-acceptor dyes can be tuned by changing π-conjugated linkers. The best performance was found for triazatruxene dye TD1, wherein, with thiophene as the conjugated linker and cyanoacrylic acid as the acceptor, a power conversion efficiency up to 6.10% was achieved.

Synthesis and Exploration of Abscisic Acid Receptor Agonists Against Dought Stress by Adding Constraint to a Tetrahydroquinoline-Based Lead Structure

New oxotetrahydroquinolinyl- and oxindolinyl sulfonamides interacting with RCAR/(PYR/PYL) receptor proteins were identified as lead structures against drought stress in crops starting from protein docking studies of a sulfonamide lead structure, followed by in-depth SAR studies. Optimized five to six step synthetic approaches via substituted amino oxo-tetrahydro-quinolines and amino oxo-indolines as essential intermediates gave access to the envisaged oxo-tetrahydroquinolinyl and oxindolinyl sulfonamides. Whilst oxo-tetrahydroquinolinyl sulfonamides with additional carbon substituents or spiro-cycloalkyl groups exhibited only low to moderate target affinities, the corresponding spiro-oxindolinyl and oxo-tetrahydroquinolinyl sulfonamides carrying optimized N-substituents revealed strong interactions with RCAR/(PYR/PYL) receptor proteins in Arabidopsis thaliana. Remarkably, the in vitro activity observed for these new compounds was on the same level as observed for the naturally occurring plant hormone in line with strong efficacy against drought stress in-vivo (canola and wheat as broad-acre crops).

A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids

A novel method for the synthesis of 3-monohalooxindoles by acidolysis of isatin-derived 3-phosphate-substituted oxindoles with haloid acids was developed. This synthetic strategy involved the preparation of 3-phosphate-substituted oxindole intermediates and SN1 reactions with haloid acids. This new procedure features mild reaction conditions, simple operation, good yield, readily available and inexpensive starting materials, and gram-scalability.

Synthesis of Oxindole Derivatives via Intramolecular C–H Insertion of Diazoamides Using Ru(II)-Pheox Catalyst

This work presented the efficient intramolecular aromatic C–H insertion of diazoacetamide. The 1a–1o diazo compounds (except for 1k) were converted into their corresponding oxindoles via an intramolecular C–H insertion reaction in the presence of a Ru catalyst. The Ru-Pheox catalyst was shown to be highly efficient in this transformation in terms of the regioselectivity, producing the desired products in excellent yield (99%). The efficiency of the Ru catalyst reached 580 (TON) and 156 min?1 (TOF).

Annulation reaction of cyclic pyridinium ylides with: In situ generated azoalkenes for the construction of spirocyclic skeletons

Two new types of cyclic pyridinium ylides were designed and further used in reactions with azoalkenes to access structurally diverse spirocyclic compounds. A range of spiropyrazoline oxindoles could be smoothly obtained in up to 99% yield via a [4 + 1] annulation process with oxindole 3-pyridinium ylides as C1 synthons. Similarly, a series of spiropyrazoline indanones could be prepared with indanone 2-pyridinium ylides as C1 synthons. This work represents the first example of cyclic pyridinium ylides as C1 synthons for the efficient construction of spirocyclic compounds.

Enantioselective Arylation of 3-Carboxamide Oxindoles with Quinone Monoimines and Synthesis of Chiral Spirooxindole-benzofuranones

A highly enantioselective arylation of 3-carboxamide oxoindoles with quinone monoimines is described. Various 3-aryl-3-carboxamide oxindoles with an all-carbon quaternary center were obtained in moderate to good yields (up to 99%) with moderate to good enantioselectivities (up to 98%) in the presence of a bifunctional thiourea-tertiary amine catalyst. The absolute configuration of one product was determined by an X-ray crystal structural analysis and the absolute configurations of the other products can be assigned by analogy. Moreover, several chiral spirooxindole-benzofuranones were synthesized from the 3-aryl-3-carboxamide oxindoles in moderate yields with moderate to good enantioselectivities.

Reactivity of spiroanthraceneoxazolidines with cyclopropanes: An approach to the oxindole alkaloid scaffold

The reaction of N-methylspiro[anthracene-oxazolidine] with spiro[cyclopropane-3,3′-indolin]-2-ones in the presence of MgI2 formed the corresponding spiro[pyrrolidine-3,3′-indolin]-2-ones in 42–65% yields. The use of N-benzylspiro[anthracene-oxazolidine] in this reaction led to the formation of a mixture of the corresponding N-methyl- and N-benzylpyrrolidines.

Method for synthesizing indole-2-ketone compound

The invention belongs to the technical field of organic chemical synthesis, and particularly relates to a method for synthesizing an indole-2-ketone compound. Indole-2-ketone compound synthesis is difficultly industrialized due to the problems of poor yield, cost and environmental protection in the prior art, the method includes the steps: taking a compound X as a catalyst in a hydrous organic solvent; performing reaction on indole and water under the condition of oxidizing agents to obtain the indole-2-ketone compound. The compound X is preferably iodine, and the indole-2-ketone compound is applicable to the field of organic synthesis and medicine.