1438286-78-2

Basic information

• Product Name: 2-(1-(4-methoxyphenyl)vinyl)quinoline
• Synonyms: 2-(1-(4-methoxyphenyl)vinyl)quinoline
• CAS NO: 1438286-78-2
• Molecular Weight: 261.323
• Mol File: 1438286-78-2.mol

Chemical Properties

• CAS DataBase Reference: 2-(1-(4-methoxyphenyl)vinyl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-(4-methoxyphenyl)vinyl)quinoline(1438286-78-2)
• EPA Substance Registry System: 2-(1-(4-methoxyphenyl)vinyl)quinoline(1438286-78-2)

Safety Data

• Hazardous Substances Data: 1438286-78-2(Hazardous Substances Data)

Upstream product

• 637-69-4 4-Methoxystyrene 
• 1613-37-2 Quinoline N-oxide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 1011-47-8 1-quinolin-2-yl-ethanone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2005-43-8 2-bromoquinoline 
• 32117-52-5 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine 

Relevant articles and documents

Copper-Catalyzed ortho-Functionalization of Quinoline N-Oxides with Vinyl Arenes

An efficient copper-catalyzed regioselective C?H alkenylation and borylative alkylation of quinoline N-oxides with vinyl arenes in the presence of pinacol diborane has been developed. The reaction proceeds through the borylcupration of the vinyl arenes followed by nucleophilic attack of the resulting alkyl copper species to the quinoline N-oxides. Benzoquinone and KOtBu were identified as the necessary additives at the second step of the reaction that are crucial for the success of the reaction. A wide range of C2-functionalizaed quinolines were obtained with good functional group tolerance, which may find utilities in pharmaceuticals and synthetic chemistry.

Catalytic Enantioselective Synthesis of α-Chiral Azaheteroaryl Ethylamines by Asymmetric Protonation

The direct enantioselective synthesis of chiral azaheteroaryl ethylamines from vinyl-substituted N-heterocycles and anilines is reported. A chiral phosphoric acid (CPA) catalyst promotes dearomatizing aza-Michael addition to give a prochiral exocyclic aryl enamine, which undergoes asymmetric protonation upon rearomatization. The reaction accommodates a broad range of N-heterocycles, nucleophiles, and substituents on the prochiral centre, generating the products in high enantioselectivity. DFT studies support a facile nucleophilic addition based on catalyst-induced LUMO lowering, with site-selective, rate-limiting, intramolecular asymmetric proton transfer from the ion-paired prochiral intermediate.

An efficient coupling of N-tosylhydrazones with 2-halopyridines: Synthesis of 2-α-styrylpyridines endowed with antitumor activity

The synthesis of 2-α-styrylpyridines has been carried out by using the coupling of polyoxygenated N-tosylhydrazones with various 2-halopyridines. We demonstrated that the use of a catalytic amount of PdCl2(MeCN) 2 in combination with a bidentate ferrocene DPPF or a monodentate alkyl phosphine tBu2MeP-HBF4 constitutes an efficient protocol for this coupling, providing 2-α-styrylpyridines 2 in satisfactory to good yields. Among several polyoxygenated derivatives 2 evaluated, compound 2aa was found to exhibit excellent antiproliferative and antimitotic activities comparable to that of the reference compound isoCA-4. The Royal Society of Chemistry 2013.