54888-60-7

Upstream product

• 5784-95-2 2-(4-methoxyphenyl)-1H-indole 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 24310-46-1 4-methoxyacetophenone phenylhydrazone 
• 92491-22-0 tert-butyl 2-phenyldiazene-1-carboxylate 
• 42116-43-8 tert-butyl 2-phenylhydrazine-1-carboxylate 
• 1181455-14-0 C₁₅H₁₅N₃O 

Downstream Products

• 54888-64-1 2-(4-methoxyphenethyl)aniline 
• 25410-78-0 2-(4-methoxyphenyl)-3-oxo-3H-indole 1-oxide 
• 1143570-97-1 (-)-(S)-2-(4-methoxyphenyl)indoline 
• 54888-68-5 C₂₂H₂₂N₂O₃S 

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.

Cobalt catalyzed sp3 C-H amination utilizing aryl azides

A dinuclear Co(ii) complex supported by a modular, tunable redox-active ligand system is capable of selective C-H amination to form indolines from aryl azides in good yields at low (1 mol%) catalyst loading. The reaction is tolerant of medicinally relevant heterocycles, such as pyridine and indole, and can be used to form 5-, 6-, and 7-membered rings. The synthetic versatility obtained using low loadings of an earth abundant transition metal complex represents a significant advance in catalytic C-H amination technology.

Rhodium(III)-catalyzed cyclative capture approach to diverse 1-aminoindoline derivatives at room temperature

A RhIII-catalyzed C-H activation/cyclative capture approach, involving a nucleophilic addition of C(sp3)-Rh species to polarized double bonds is reported. This constitutes the first intermolecular catalytic method to directly access 1-aminoindolines with a broad substituent scope under mild conditions.

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.

Intramolecular Ir(I)-catalyzed benzylic C-H bond amination of ortho-substituted aryl azides

Image Persented Iridium(I) catalyzes the intramolecular benzylic C-H bond amination of ortho-homobenzyl-substituted aryl azides to produce indolines at 25 °C.

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).