131880-76-7

Upstream product

• 108-24-7 acetic anhydride 
• 6872-06-6 2-methyl indoline 
• 75-36-5 acetyl chloride 
• 32704-22-6 2-allyl-phenylamine 
• 68267-69-6 N-acetyl-2-allylaniline 
• 103-79-7 1-phenyl-acetone 
• 95-20-5 2-methyl-1H-indole 

Downstream Products

• 186792-92-7 N-acetyl-5-hydroxy-2-methylindoline 
• 115210-54-3 2-methyl-5-nitroindoline 
• 950589-80-7 1-(2-methyl-7-phenylindolin-1-yl)ethanone 
• 1222550-62-0 1-(2-methyl-5-((4-(4-nitrophenyl)piperazin-1-yl)sulfonyl)indolin-1-yl)ethanone 
• 901036-71-3 1-(2-methyl-5-((4-phenylpiperazin-1-yl)sulfonyl)indolin-1-yl)ethanone 
• 893152-22-2 1-(5-((4-(4-methoxyphenyl)piperazin-1-yl)sulfonyl)-2-methylindolin-1-yl)ethanone 
• 901036-41-7 1-(5-(4-(4-chlorophenyl)piperazin-1-ylsulfonyl)-2-methylindolin-1-yl)ethanone 
• 901037-01-2 1-(4-(4-((1-acetyl-2-methylindolin-5-yl)sulfonyl)piperazin-1-yl)phenyl)ethanone 
• 1612872-75-9 N-(1-acetyl-2-methylindolin-7-yl)-4-methylbenzenesulfonamide 
• 54813-73-9 1-ethyl-2-methylindoline 
• 6872-06-6 2-methyl indoline 
• 1025883-97-9 4-(1-Benzyl-3-chlorooxalyl-2-methyl-1H-indol-5-yl)-4-oxo-butyric acid ethyl ester 
• 185501-28-4 4-(3-Aminooxalyl-1-benzyl-2-methyl-1H-indol-5-yl)-4-oxo-butyric acid ethyl ester 
• 185501-29-5 4-(1-Benzyl-3-carbamoylmethyl-2-methyl-1H-indol-5-yl)-butyric acid ethyl ester 

Relevant academic research and scientific papers

Rhodium-catalyzed direct C7 alkynylation of indolines

An efficient rhodium(III)-catalyzed direct C7 alkynylation of indoline C-H bonds with the alkynylated hypervalent iodine reagents has been developed. This reaction proceeds smoothly under mild conditions over a wide structural scope with high site-selectivity and excellent functional-group tolerance. N-Acetyl as well as other N-acyls served as effective directing groups (DG). This procedure allows for the synthesis of a variety of 7-alkynyl-substituted indolines in good to excellent yield. More significantly, C7-alkynylated indoles through further transformations have been successfully accessed.

Ruthenium-catalyzed C7 amidation of indoline C-H bonds with sulfonyl azides

A ruthenium-catalyzed direct C7 amidation of indoline C-H bonds with sulfonyl azides was developed. This procedure allows the synthesis of a variety of 7-amino-substituted indolines, which are useful in pharmaceutical. The good functional tolerances, as well as the mild conditions, are prominent feature of this method.

Iridium(I)-catalyzed direct C-H bond alkylation of the C-7 position of indolines with alkenes

A cationic iridium-catalyzed C-7 alkylation of N-substituted indoline derivatives with various alkenes has been developed. A variety of 7-alkylindolines were obtained in moderate to high yields. This protocol relies on the use of the carbonyl group on the nitrogen atom of indoline as a directing group and it is potentially applicable to the large-scale synthesis of 7-alkylindoles.

Oxidative palladium(II)-catalyzed dehydrogenative C-H/C-H cross-coupling of 2,3-substituted indolines with arenes at the C7 position

Directed directing group: The C7 position of the indoline nucleus is difficult to address in C-H activation. An oxidative palladium(II) catalysis that allows for cross-dehydrogenative coupling in that position with activation of the C-H bond of the arene component is disclosed here. This C-H/C-H cross-coupling is applicable to various indolines acetylated at the nitrogen atom. Substitution at C2 is crucial for the C-H activation to occur at C7 (see scheme).

Sulfonamides for the Modulation of PKM2

The invention relates to sulfonamide compounds and methods for activating PKM2. The compounds and methods are useful in treating or preventing a disease or disorder selected from cancer, cell proliferative disorder, inflammatory disorder, metabolic disorder, and immune system disorder.

Identification of inhibitors of NOD1-induced nuclear factor-κB activation

NOD1 (nucleotide-binding oligomerization domain 1) protein is a member of the NLR (NACHT and leucine rich repeat domain containing proteins) protein family, which plays a key role in innate immunity as a sensor of specific microbial components derived from bacterial peptidoglycans and induction of inflammatory responses. Mutations in NOD proteins have been associated with various inflammatory diseases that affect NF-κB (nuclear factor κB) activity, a major signaling pathway involved in apoptosis, inflammation, and immune response. A luciferase-based reporter gene assay was utilized in a high-throughput screening program conducted under the NIH-sponsored Molecular Libraries Probe Production Center Network program to identify the active scaffolds. Herein, we report the chemical synthesis, structure-activity relationship studies, downstream counterscreens, secondary assay data, and pharmacological profiling of the 2-aminobenzimidazole lead (compound 1c, ML130) as a potent and selective inhibitor of NOD1-induced NF-κB activation.

Gold(I)-catalyzed intramolecular hydroamination of unactivated alkenes with carboxamides

N-Alkenyl carboxamides undergo gold-catalyzed intramolecular exo-hydroamination to form nitrogen heterocycles in excellent yield. The Royal Society of Chemistry 2006.

Novel bicyclic isoxazolinones as antibacterial agents

The present invention provides compounds of formula I useful as antimicrobial agents wherein X, Y, R1, and n are as defined in thereof.

DIAMINOPYRROLOQUINAZOLINES COMPOUNDS AS PROTEIN TYROSINE PHOSPHATASE INHIBITORS

The invention relates to diaminopyrroloquinazoline compounds of formula (I) wherein R1, Ra, Rb, Rc, Rd, Re, Rf and A are as defined in the specification and claims, which are useful for inhibiting protein tyrosine phosphatases, particularly PTP

Microbiological Transformations Part 13. Microbiological Transformations of Derivatives of Indoline with the Fungus Cunninghamella elegans

The incubation of N-benzoylindoline and N-benzoyl-3-methylindoline with C. elegans resulted in reductive cleavage to produce the corresponding indoline and benzyl alcohol.N-Benzoyl-2-methylindoline and N-acetyl-2-methylindoline were hydroxylated at the benzylic position to produce a mixture of cis- and trans-substituted products.In contrast aromatic ring hydroxylation of N-acetyl-2-methylindoline occurred to give N-acetyl-5-hydroxy-2-methylindoline.Incubation of N-benzoyl-7-methylindoline also resulted in aromatic ring hydroxylation.