4717-90-2

Upstream product

• 59-48-3 2-oxoindole 
• 98-85-1 1-Phenylethanol 
• 13061-96-6 dihydroxy-methyl-borane 
• 220466-11-5 1-isocyanato-2-(2-phenylethynyl)benzene 
• 98-86-2 acetophenone 
• 91-56-5 indole-2,3-dione 
• 38168-18-2 spiro[[1,3]dithiolane-2,3'-indolin]-2'-one 

Downstream Products

• 1273323-26-4 [2-oxo-3-(1-phenyl-ethylidene)-2,3-dihydro-indol-1-yl]-acetic acid 
• 1374605-96-5 1-(tert-butoxycarbonyl)-2-[(tert-butyldimethylsilyl)oxy]-3-(1-phenylvinyl)-1H-indole 
• 1374605-90-9 C₂₁H₂₁NO₃ 
• 957137-05-2 Z-1-methoxycarbonyl-3-(1-phenylthylidene)-indoline-2-one 

Relevant academic research and scientific papers

Enantioselective vinylogous aldol reaction of acylphosphonates with 3-alkylidene oxindoles

A simple strategy for yielding chiral tertiary α-hydroxy phosphonates that integrates two highly biologically relevant scaffolds namely 3-alkylidene-2-oxindoles and phosphonates has been described. The hydrogen bonding ability of the bifunctional thiourea catalyst allows simultaneous dual activation of a vinylogous oxindole nucleophile and an acylphosphonate electrophile, affording hydroxyphosphonato-3-alkylidene-2-oxindoles as aldol adducts in high yields (up to 92%) with excellent stereocontrol (up to 99% ee).

Catalytic enantioselective synthesis of chiral 4-hydroxy 4′-substituted pyrazolones by the vinylogous aldol reaction of pyrazole-4,5-diones with 3-alkylidene-2-oxindoles

Here, a bifunctional quinine-derived benzamide catalyzed direct enantioselective vinylogous aldol reaction between 3-alkylidene-2-oxindoles and pyrazole-4,5-diones has been developed. This challenging protocol has been achievedviathe H-bonding dual activation mode of the catalyst. Highly functional rich pyrazolone moieties having an oxindole core have been obtained with an excellentE/Z(>19?:?1), and high yields along with moderate enantioselectivity.

Activating Effect of 3-Benzylidene Oxindoles on AMPK: From Computer Simulation to High-Content Screening

AMP-activated protein kinase (AMPK) is currently the subject of intensive study and active discussions. AMPK performs its functions both at the cellular level, providing the switch between energy-consuming and energy-producing processes, and at the whole

A vinylogous Michael addition-triggered quadruple cascade reaction for the enantioselective generation of multiple quaternary stereocenters

An efficient organocatalytic quadruple cascade reaction resulting in spiroxindole scaffolds bearing five quaternary stereocenters is reported. The complex cascade reaction is triggered by the scarcely explored vinylogous Michael addition of 3-alkylidene o

Advanced palladium free approach to the synthesis of substituted alkene oxindoles: Via aluminum-promoted Knoevenagel reaction

A synthetic route for the synthesis of C24, as well as for the design of focused libraries of direct AMPK activators was developed based on a convergent strategy. The proposed scheme corresponds to the current trends in C-H bond functionalization. The use of aluminum isopropoxide for the Knoevenagel condensation of oxindole with benzophenones is a noticeable point of this work.

Regio- and diastereoselective vinylogous Mannich addition of 3-alkenyl-2-oxindoles to α-fluoroalkyl aldimines

An efficient asymmetric vinylogous Mannich (AVM) addition reaction of 3-alkenyl-2-oxindoles to α-fluoroalkyl aldimines has been developed. This reaction provided various optical active α-alkylidene-δ-amino-δ-fluoroalkyl oxindoles in excellent yields, complete γ-site regioselectivity, and excellent diastereoselectivities.

An expedient synthesis of 3-alkylideneoxindoles by Ti(OiPr) 4/pyridine-mediated Knoevenagel condensation

3-Alkylideneoxindoles have been prepared in excellent yields from oxindole and carbonyl compounds via an in situ generated titanium enolate of oxindole. (Z)-3-Alkylideneoxindoles could be synthesized selectively as major products from unsymmetrical ketones.

Vinylogous N,N-dimethylaminomethylenation of 3-[(1-substituted)ethylidene]- oxindoles with N,N-dimethylformamide dimethylacetal

An efficient stereoselective synthesis of various 3-(3-dimethylaminoprop-2- enylidene)oxindoles has been disclosed. The compounds were synthesized via a vinylogous N,N-dimethylaminomethylenation at the γ-position of 3-[(1-substituted)ethylidene]oxindoles with DMF-DMA.

3-alkenyl-2-silyloxyindoles: An enabling, yet understated progeny of vinylogous carbon nucleophiles

We introduce novel 3-alkenyl-2-silyloxyindole nucleophiles and demonstrate their utility by developing an unprecedented vinylogous Mukaiyama-type aldol reaction with aromatic aldehydes. This reaction displays excellent levels of γ-site selectivity and dia

Titanium isopropoxide/pyridine mediated Knoevenagel reactions

We report a Ti(OiPr)4/pyridine-mediated Knoevenagel reaction between aromatic ketones and cyanoacetamides to provide Knoevenagel olefin products in good to excellent yields. Almost in all cases studied, a single geometrical isomer was formed an