19490-87-0

Usage

InChI:InChI=1/C11H11NO/c1-8-3-4-9-5-6-10(13-2)7-11(9)12-8/h3-7H,1-2H3

Upstream product

• 4965-34-8 2-methyl-7-bromo-quinoline 
• 123-73-9 trans-Crotonaldehyde 
• 536-90-3 m-Anisidine 
• 75-07-0 acetaldehyde 
• 75896-68-3 4-chloro-7-methoxy-2-methylquinoline 
• 682350-96-5 7-methoxy-2-(methylthio)quinoline 
• 33240-22-1 (E)-3-(3-Methoxy-phenylamino)-but-2-enoic acid ethyl ester 
• 591-19-5 m-Bromoaniline 
• 165112-03-8 7-hydroxy-2-methylquinoline 
• 74-88-4 methyl iodide 
• 64-17-5 ethanol 
• 109-92-2 ethyl vinyl ether 
• 90-04-0 2-methoxy-phenylamine 
• 123-73-9 crotonaldehyde 

Downstream Products

• 165112-03-8 7-hydroxy-2-methylquinoline 
• 852402-75-6 (S)-7-methoxyquinoline-2-carboxylic acid (1-phenylethyl)amide 
• 852402-85-8 (2S,3'S)-7-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide 
• 852402-80-3 (2R,3'S)-7-methoxy-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (1-phenylethyl)amide 
• 852403-01-1 (4aR,1'S)-9-methoxy-3-(1-phenylethyl)-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline 
• 852403-06-6 (4aS,1'S)-9-methoxy-3-(1-phenylethyl)-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline 
• 852402-91-6 (4aR,1'S)-9-methoxy-3-(1-phenylethyl)-2,3,4,4a,5,6-hexahydropyrazino[1,2-a]quinolin-1-one 
• 852402-96-1 (4aS,1'S)-9-methoxy-3-(1-phenylethyl)-2,3,4,4a,5,6-hexahydropyrazino[1,2-a]quinolin-1-one 
• 852402-71-2 7-methoxyquinoline-2-carboxylic acid 
• 1351944-61-0 (E)-7-methoxy-2-styrylquinoline 
• 78224-64-3 (E)-8-methoxy-2-styrylquinoline 
• 1422841-56-2 C₂₆H₂₃N₅O 
• 1422841-72-2 C₂₆H₂₂N₄OS 
• 1422841-48-2 C₂₆H₂₂N₄OS 

Relevant academic research and scientific papers

Photocatalytic Synthesis of Quinolines via Povarov Reaction under Oxidant-Free Conditions

We describe here an approach for synthesizing quinolines either from N-alkyl anilines or from anilines and aldehydes. A dual-catalyst system consisting of a photocatalyst and a proton reduction cocatalyst is employed. Without the use of any sacrificial ox

Rhodium-Catalyzed C-H Annulation of Free Anilines with Vinylene Carbonate as a Bifunctional Synthon

Chemical transformation with vinylene carbonate as an emerging synthetic unit has recently attracted considerable attention. This report is a novel conversion pattern with vinylene carbonate, in which such a vibrant reagent unprecedentedly acts as a difunctional coupling partner to complete the C-H annulation of free anilines. From commercially available substrates, this protocol leads to the rapid construction of synthetically versatile 2-methylquinoline derivatives (43 examples) with excellent functionality tolerance.

Synthesis and characterization of 8-aminoquinolines, substituted by electron donating groups, as high-affinity copper chelators for the treatment of Alzheimer's disease

The deregulation of copper homeostasis generates copper–amyloid aggregation and strongly participates in neuron damage in the brains of patients with Alzheimer's disease. Therefore, copper chelators able to regulate copper homeostasis should be considered

Traceless Directing-Group Strategy in the Ru-Catalyzed, Formal [3 + 3] Annulation of Anilines with Allyl Alcohols: A One-Pot, Domino Approach for the Synthesis of Quinolines

A unique, ruthenium-catalyzed, [3 + 3] annulation of anilines with allyl alcohols in the synthesis of substituted quinolines is reported. The method employs a traceless directing group strategy in the proximal C-H bond activation and represents a one-pot Domino synthesis of quinolines from anilines.

Preparation method of quinoline derivative

The invention provides a preparation method of a quinoline derivative. The method includes the steps of: in the presence of an oxidizing agent, adding a catalyst, then adding aniline or aromatic amine with different substituents, at the same time adding alcohol for reaction so as to prepare the quinoline derivative by one step. Specifically, the catalyst comprises a metal catalyst, an assistant catalyst I and an assistant catalyst II; the metal catalyst is a transition metal catalyst; the assistant catalyst I is an alkaline nitrogen-containing ligand; and the assistant catalyst II is an acidic compound. The quinoline derivative prepared by the method provided by the invention has stable performance and high purity. And the preparation method of the quinoline derivative can prepare quinoline, 2-methylquinoline, 8-hydroxyquinoline quinoline and other derivatives by one-step reaction, and the preparation method is simple and practicable. The preparation process does not produce new "three wastes", is environment-friendly, and provides a green and environment-friendly synthesis method. The preparation method has the characteristics of few raw material variety, little reaction equipment, few preparation step and low cost, and is more suitable for industrial production.

Assembly of Diversely Substituted Quinolines via Aerobic Oxidative Aromatization from Simple Alcohols and Anilines

An aerobic oxidative aromatization of simple aliphatic alcohols and anilines under the Pd(OAc)2/2,4,6-Collidine/Br?nsted acid catalytic system has been established, providing a direct approach for the preparation of diverse substituted quinoline derivatives in high yields with wide functional group tolerance. Practically, the protocol can be easily scaled up to gram-scale and was utilized in the concise formal synthesis of a promising herbicide candidate.

Blue-light-promoted carbon-carbon double bond isomerization and its application in the syntheses of quinolines

A blue-light-promoted carbon-carbon double bond isomerization in the absence of any photoredox catalyst is reported. It provides rapid access to a series of quinolines in good to excellent yields under simple aerobic conditions. The protocol is direct, catalyst-free and operationally convenient.

Dual behavior of iodine species in condensation of anilines and vinyl ethers affording 2-methylquinolines

A metal-free, mild and efficient method for the synthesis of 2-methylquinolines was successfully developed by condensation of anilines with vinyl ethers in the presence of catalytic amount of iodine. Modification of both pyridine and benzene moieties was easily achieved by changing only the vinyl ether and aniline. In this reaction, the iodine species was revealed to show dual behavior; molecular iodine serves as an oxidant, while its reduced form, hydrogen iodide, activates the vinyl ether. The redox reaction between these iodine species enables the use of a catalytic amount of iodine in this synthetic method.

Copper-Promoted Tandem Reaction of Azobenzenes with Allyl Bromides via N=N Bond Cleavage for the Regioselective Synthesis of Quinolines

A copper-promoted tandem reaction of a variety of azobenzenes and allyl bromides via N=N bond cleavage to regioselectively construct quinoline derivatives has been developed. The azobenzenes act as not only construction units but also an oxidant for quinoline formation.

HCV NS5A replication complex inhibitors. Part 4.1 optimization for genotype 1a replicon inhibitory activity

A series of symmetrical E-stilbene prolinamides that originated from the library-synthesized lead 3 was studied with respect to HCV genotype 1a (G-1a) and genotype 1b (G-1b) replicon inhibition and selectivity against BVDV and cytotoxicity. SAR emerging f