55160-01-5

Upstream product

• 59-48-3 2-oxoindole 
• 555-16-8 4-nitrobenzaldehdye 
• 91-56-5 indole-2,3-dione 

Downstream Products

• 1202637-66-8 3-[4-⁽¹⁸⁾F-fluorobenzylidene]indolin-2-one 

Relevant academic research and scientific papers

Simple and efficient method for the synthesis of 1-((Aryl)(2-oxoindolin-3- yl-)methyl)urea and 1-((Aryl)(2-oxoindolin-3-yl-)methyl)thiourea derivatives

A number of new1-((aryl)(2-oxoindolin-3-yl)methyl)urea and 1-((aryl)(2-oxoindolin-3-yl)methyl)thiourea derivatives have been prepared by simply combining 2-indolinone, aromatic aldehyde, and urea or thiourea in the presence of p-TsOH in EtOH. This new methodology affords the title compounds in good yields and without the use of chromatography. Taylor and Francis Group, LLC.

Copper(i)/Ganphos catalysis: enantioselective synthesis of diverse spirooxindoles using iminoesters and alkyl substituted methyleneindolinones

A copper-catalyzed asymmetric 1,3-dipolar cycloaddition of glycine iminoesters with alkyl substituted 3-methylene-2-oxindoles is described. By usingde novodesign of P-stereogenic phosphines as ligands, spiro[pyrrolidin-3,3'-oxindole]s are generated in good to excellent yields with high asymmetric induction. A further reduced catalyst loading of 0.1 mol% is sufficient to achieve a satisfactory enantioselectivity of 90% ee. The DFT calculations suggest the second Michael addition of the 1,3-dipole to be the rate- andenantio-determining step. A key feature of this 1,3-dipolar cycloaddition is the wide substrate applicability, even with alkyl aldehyde-derived azomethine ylide; thus it has streamlined a highly enantioselective access to a new class of antiproliferative agents, MDM2-p53.

A facile synthesis of novel polycyclic spiropyrrolidine oxindoles incorporating the 1,3-dipolar cycloaddition of azomethine ylides

This study describes the synthesis of novel polycyclic spiropyrrolidine oxindoles through the 1,3-dipolar cycloaddition of azomethine ylides generated in situ with 3-(arylmethylene)-indolin-2-ones. Effect of substituents of azomethine ylides and various d

Chalcone scaffolds as photofunctional hybrid material of indolin-2-one-functionalized siloxy framework for optical sensing of Cu2+

Owing to their easy approachability and high degree of structural and functional diversity, many multicomponent reactions such as 1,3-dipolar cycloaddition have been a rich source of conjugated π-systems, functionalised chromophores and active molecules. Despite their high potential for investigation and practical benefits, few products have thus far been scrutinized for their metal sensing abilities. In the present study, indolin-2-one chalcones bearing siloxy molecular systems were synthesized by a [2+3] cycloaddition-based reaction sequence. A designed chemosensor exhibited an optical (absorption spectra) response toward Cu2+ ions in an acetonitrile solution. Different aspects of the sensing phenomena such as selectivity and association constants were studied in detail using UV-vis spectroscopy. The calibration plot was linear (R2 = 0.9966) over a large range of Cu2+ ion concentrations (10 μM). This novel effort has initiated a well-organized method for the efficient improvement of cation sensors with triazole for detecting heavy metal pollutants in environmental and healthcare fields on a large scale.

Design, synthesis and cytotoxic activity of spiro(oxindole-3-3'-pyrrolidine) derivatives

Background: Spiro[pyrrolidine-3,3'-oxindole] compounds are reported to be highly bioactive natural and synthetic products. Initially, spirooxindole alkaloids were isolated from plants of the Apocynaceae and Rubiaceae families, which were found to have a c

Interrupted Morita-Baylis-Hillman-Type Reaction of α-Substituted Activated Olefins

It was demonstrated that 3-olefinic oxindoles could generate zwitterionic enolate species with tertiary phosphines and undergo C-C bond formation with various electrophiles in an interrupted Morita-Baylis-Hillman-type reaction manner, followed by a dephos

Discovery and structure optimization of a series of isatin derivatives as Mycobacterium tuberculosis chorismate mutase inhibitors

In this study, the crystal structure of the Mycobacterium tuberculosis (MTB) enzyme chorismate mutase (CM) bound to transition state analogue (PDB: 2FP2) was used as a framework for virtual screening of the BITS-Pilani in-house database (2500 compounds) to identify new scaffold. We identified isatin as novel small molecule MTB CM inhibitors; further twenty-four isatin derivatives were synthesized and evaluated in vitro for their ability to inhibit MTB CM, and activity against M. tuberculosis as steps towards the derivation of structure-activity relationships (SAR) and lead optimization. Compound 3-(4-nitrobenzylidene)indolin-2-one, 24 emerged as the most promising lead with an IC50 of 1.01 ± 0.22 μm for purified CM and MIC of 23.5 μm for M. tuberculosis, with little or no cytotoxicity. 2D interaction profile of compounds 1, 7 and 25 with the active site residues.

Synthesis and radiopharmacological investigation of 3-[4′-[18F]fluorobenzylidene]indolin-2-one as possible tyrosine kinase inhibitor

The radiosynthesis and radiopharmacological evaluation of 3-[4′-[18F]fluorobenzylidene]indolin-2-one, a derivative of tyrosine kinase inhibitor SU5416, is described. The radiosynthesis was accomplished by Knoevenagel condensation of 4-[18