70452-30-1

Usage

Uses

Used in Pharmaceutical Applications:
(3E)-5-bromo-3-(2-oxo-2-phenylethylidene)-1,3-dihydro-2H-indol-2-one is used as a pharmaceutical intermediate for the development of new drugs due to its potential biological activity and unique chemical structure.
Used in Research and Development:
In the field of research and development, (3E)-5-bromo-3-(2-oxo-2-phenylethylidene)-1,3-dihydro-2H-indol-2-one is used as a valuable tool for scientific investigation, contributing to the advancement of knowledge in organic chemistry and related fields.
Used in Organic Synthesis:
(3E)-5-bromo-3-(2-oxo-2-phenylethylidene)-1,3-dihydro-2H-indol-2-one is also used as a useful intermediate for the synthesis of other organic compounds, expanding the range of chemical products that can be created and utilized in various industries.

Upstream product

• 87-48-9 5-Bromo-1H-indole-2,3-dione 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 98-86-2 acetophenone 
• 70452-19-6 5-bromo-3-hydroxy-3-(2-oxo-2-phenylethyl)indolin-2-one 

Downstream Products

• 1217043-12-3 C₁₆H₁₀BrNO₃ 
• 1323393-59-4 5-bromo-3'-(4-chlorobenzyl)-2',3'-dihydro-4'-phenyl-2'-thioxospiro[indole-3,6'-[1,3]thiazin]-2(1H)- 
• 20870-78-4 5-bromo-2-indolin-2-one 
• 5021-43-2 2-phenylquinoxaline 
• 1609107-25-6 5-bromo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazol]-2-one 
• 1421605-64-2 methyl (2-(4-benzoyl-1H-pyrrol-3-yl)-4-bromophenyl)carbamate 

Relevant academic research and scientific papers

Eco-friendly Polyethylene Glycol-400 as a Rapid and Efficient Recyclable Reaction Medium for the Synthesis of Anticancer Isatin-linked Chalcones and Their 3-Hydroxy Precursor

Isatin chalcones and their 3-hydroxy precursors are shown to possess potential anticancer activity and are also versatile substrates and key intermediates for the synthesis of a large variety of bioactive spiro-oxindoles. An environmental friendly tandem

Phosphine-Catalyzed Interrupted Morita–Baylis–Hillman Reaction and Switchable Domino Reactions of α-Substituted Activated Olefins with Formaldehyde and Mechanism Elucidation

3-Olefinic oxindoles can undergo interrupted Morita-Baylis-Hillman reaction with formaldehyde. Apart from the previous reported dephosphoration to access reductive aldol-type products, here we uncovered that completely different pathways were followed by tuning the substitutions of 3-olefinic oxindoles. In combination with formalin, an unexpected domino phosphorus-ylide formation, aldol-type addition, hemeacetal formation and O-substitution process was observed to produce 1,3-dioxolane derivatives. Moreover, a switchable sequence to produce formate derivatives via a key hydride transfer process was furnished by simply replacing formalin with paraformaldehyde. Density functional theory calculations were conducted to well elucidate the catalytic reaction mechanism.

Access to 3-Prenylated Oxindoles by α-Regioselective Prenylation: Application to the Synthesis of (±)-Debromoflustramine e

The development of a rapid, highly efficient, and one-pot synthesis of C3-α-prenylated oxindoles with simple reagents is described. The process is based on zinc-mediated α-regioselective prenylation of 3-acylidene-oxindole with commercially available pren

Design, synthesis and molecular docking of novel structural hybrids of substituted isatin based pyrazoline and thiadiazoline as antitumor agents

Cancer, which is considered to be the world’s most serious illness cause 8.2 million deaths and this rate may double by 2030. We herein report a new series of 3-(2-(p-substituted)-2-((5-phenyl-1,3,4-thiadiazol-2-yl)imino)-2-(p-substituted)ethylidene)indolin-2-one (15–19) and 5-substituted-5′-substituted phenyl-2′,4′-dihydrospiro[indoline-3,3′-pyrazol]-2-one derivatives (20–24) as potent anticancer agents. These compounds were evaluated for in vitro antitumor activity against the National Cancer Institute panel of 60 cancer cell lines. Among all the synthesized compounds, two compounds 15 and 16 showed remarkable antitumor activity with GI50 (MG-MID) values of 0.65 & 0.72 μM, respectively against Non-small cell lung cancer. To gain insight for mode of binding with Epidermal Growth Factor Receptor kinase enzyme, these compounds were further subjected to docking studies.

Synthesis of novel spiropyrazoline oxindoles and evaluation of cytotoxicity in cancer cell lines

A series of novel spiropyrazoline oxindole derivatives was synthesized by 1,3-dipolar cycloaddition reaction. The compounds were screened for their in vitro cytotoxic activity against MCF-7 breast cancer cell line (estrogen receptor positive (ER+) and hum

Unexpected approach to the synthesis of 2-phenylquinoxalines and pyrido[2,3-b]pyrazines via a regioselective reaction

An unexpected approach to the preparation of quinoxaline and pyrido[2,3-b]pyrazine derivatives 5 is described. The reaction between 1H-indole-2,3-diones 1, 1-phenyl-2-(triphenylphosphoranylidene)ethanone (2), and benzene-1,2- or pyridine-2,3-diamines 3 proceeds in MeOH under reflux in good to excellent yields (Scheme 1 and Table). No co-catalyst or activator is required for this multi-component reaction (MCR), and the reaction is, from an experimental point of view, simple to perform. The structures of 5, 5′, and 6 were corroborated spectroscopically (IR, 1H- and 13C-NMR, and EI-MS) and were confirmed by comparison with reference compounds. A plausible mechanism for this type of reaction is proposed (Scheme 2). Copyright

A novel, one-pot four-component route to 2′-thioxo-2′,3′- dihydrospiro[indole-3,6′-[1,3]thiazin]-2-one derivatives

An efficient route to 2′,3′-dihydro-2′- thioxospiro[indole-3,6′-[1,3]thiazin]-2(1H)-one derivatives is described. It involves the reaction of isatine, 1-phenyl-2-(1,1,1-triphenyl- λ5-phosphanylidene)ethan-1-one, and different amines in the presence of CS2 in dry MeOH at reflux (Scheme 1). The alkyl carbamodithioate, which results from the addition of the amine to CS 2, is added to the α,β-unsaturated ketone, resulting from the reaction between 1-phenyl-2-(1,1,1-triphenyl-λ5- phosphanylidene)ethan-1-one and isatine, to produce the 3′-alkyl-2′, 3′-dihydro-4′-phenyl-2′-thioxospiro[indole-3,6′-[1,3] thiazin]-2(1H)-one derivatives in excellent yields (Scheme 2). Their structures were corroborated spectroscopically (IR, 1H- and 13C-NMR, and EI-MS) and by elemental analyses. Copyright

Facile One Pot Microwave Induced Synthesis of Spiro [indole-pyrazoles] and Spiro [indol-isoxazoles]

The potential of domestic microwave oven has been utilized in an elegant one step synthesis of a series of new fluorine containing spiro [indole-pyrazoles] and spiro [indol-isoxazoles] in 85-95% yields. Results were compared with those obtained following

Reaction of isatins with acylmethylenetriphenylphosphoranes

The Wittig reaction of isatin, 5-bromoisatin, and 1-acetylisatin with methoxycarbonyl- or aroylmethylenetriphenylphosphoranes proceeds regioselectively to give Z- or combined Z- and E-isomeric 3-acetylmethyleneindol-2-ones. Ethoxymethylenetriphenylphospho