501699-25-8

Usage

Physical appearance

White to tan solid
The compound appears as a white to tan solid substance, which may vary in shade depending on the sample's purity and other factors.

Solubility

Soluble in organic solvents
The compound dissolves easily in organic solvents, such as ethanol, acetone, or dichloromethane, which is a key property for its applications in various industries.

Chemical structure

Derivative of indole
2-(4-chloro-phenyl)-2,3-dihydro-1H-indole is derived from the heterocyclic aromatic organic compound indole, which has a core structure consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Potential applications

Pharmaceutical and agrochemical industries
The compound may have potential uses in the pharmaceutical industry for the development of new drugs, as well as in the agrochemical industry for the creation of pesticides, herbicides, or other related products.

Research and development

Possible applications in scientific studies
Due to its unique chemical structure and properties, 2-(4-chloro-phenyl)-2,3-dihydro-1H-indole may be used in research and development for various purposes, such as studying its chemical reactions, exploring its potential applications, or investigating its biological activity.

Context-dependent properties and uses

Specific properties and applications may vary
The specific properties and potential uses of 2-(4-chloro-phenyl)-2,3-dihydro-1H-indole may differ depending on the context in which it is used and the intended application, such as its effectiveness in a particular pharmaceutical formulation or its suitability for a specific agrochemical purpose.

Upstream product

• 1211-35-4 2-(4-chlorophenyl)-1H-indole 
• 57845-08-6 p-chloroacetophenone phenylhydrazone 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 1143570-99-3 (-)-(S)-2-(4-chlorophenyl)indoline 
• 69511-79-1 2-(4-chlorophenyl)-1-oxy-indol-3-one 

Relevant academic research and scientific papers

Kinetic resolution of indolines through reductive amination of aldehydes by chiral Br?nsted acid

We have developed a highly efficient and practical strategy for the kinetic resolution of indoline derivatives, involving a chiral Br?nsted acid-catalyzed iminium ion formation and asymmetric transfer hydrogenation cascade process. The kinetic resolution allows the synthesis of 2-substituted N-benzylindolines in good yields with moderate to excellent enantioselectivities.

Chiral Phosphoric Acid Catalyzed Kinetic Resolution of Indolines Based on a Self-Redox Reaction

A strategy for oxidative kinetic resolution of racemic indolines was developed, employing salicylaldehyde derivative as the pre-resolving reagent and chiral phosphoric acid as the catalyst. The iminium intermediate, formed by the condensation reaction of an enantiomer of indoline with salicylaldehyde derivative, was hydrogenated by the same enantiomer of indoline to afford another enantiomer of indoline by a self-redox mechanism. The oxidative kinetic resolution of 2-aryl-substituted indolines proceeded to give enantiomers in good yields with excellent enantioselectivities.

Chiral phosphoric acid-catalyzed oxidative kinetic resolution of indolines based on transfer hydrogenation to imines

The oxidative kinetic resolution of 2-substituted indoline derivatives was achieved by hydrogen transfer to imines by means of a chiral phosphoric acid catalyst. The oxidative kinetic resolution was applicable to racemic alkyl- or aryl-substituted indolines, and the remaining indolines were obtained in good yields with excellent enantioselectivities.

Kinetic resolution of indolines by Pd-catalyzed asymmetric ally Lie amination

The kinetic resolution of indolines was realized via a Pd-catalyzed allylic substitution reaction by using Trost's chiral ligand L10, affording optically active indolines and N-allylated indolines in high yields and high enantioselectivities with an 5 factor up to 59, which provided the first example for the kinetic resolution of nucleophiles via a transition-metal-catalyzed allylic substitution reaction. 2009 American Chemical Society.

Oxygenation of 2,3-dihydroindoles

Isatogens (3-oxo-3H-indole 1-oxides) possess interesting biological properties and development of a general method to construct these derivatives has now been developed. Indolines (2,3-dihydroindoles) and isatogens have been prepared in an efficient route starting from indoles substituted in position 2. Reduction of the 2-substituted indoles was performed with tin and hydrochloric acid to give racemic indolines, which were converted to isatogens by 3-chloroperoxybenzoic acid (m-CPBA).