38101-94-9

Upstream product

• 91-63-4 2-methylquinoline 
• 100-52-7 benzaldehyde 
• 75-07-0 acetaldehyde 
• 62-53-3 aniline 
• 39850-43-6 (+/-)-3-hydroxy-3-phenyl-propionaldehyde 

Downstream Products

• 4945-26-0 2-styrylquinoline 
• 91-63-4 2-methylquinoline 
• 100-52-7 benzaldehyde 
• 1126532-64-6 (S)-1-phenyl-2-(quinolin-2-yl)ethanol 
• 1126532-46-4 (^SiR,R)-2-[2-(1-tert-butyl-1-silatetralinyl-1-oxy)-2-phenylethyl]quinoline 
• 1007107-30-3 (R)-1-phenyl-2-quinolin-2-ylethanol 
• 1126532-54-4 (^SiS,S)-2-[2-(1-tert-butyl-1-silaindanyl-1-oxy)-2-phenylethyl]quinoline 
• 38101-69-8 2-[(E)-styryl]quinoline 
• 1227475-49-1 (S)-2-(2-[bis(3,5-dimethylphenyl)methylsilanyloxy]-2-phenylethyl)quinoline 
• 119388-44-2 (Z)-1-phenyl-2-(quinolin-2-yl)ethenol 
• 1007107-21-2 C₃₀H₃₃NOSi 

Relevant academic research and scientific papers

Method for preparing 1-aryl-2-quinolyl ethanol compound by catalysis of acidic ionic liquid

The invention discloses a method for preparing a 1-aryl-2-quinolyl ethanol compound by catalysis of acidic ionic liquid and belongs to the technical field of chemical material preparation. The methodfor preparing the 1-aryl-2-quinolyl ethanol compound by

Zinc cation supported on carrageenan magnetic nanoparticles: A novel, green and efficient catalytic system for one-pot three-component synthesis of quinoline derivatives

This is the first report of supporting zinc cation on ?-carrageenan/Fe3O4 magnetic nanoparticles. The structural and magnetic properties of this hybrid (Zn2 +/?-carrageenan/Fe3O4 nanoparticles) were identified using various techniques. This green and efficient catalytic system was applied in the synthesis of biologically important quinolines. The products were obtained in good to high yields (52–95%) from a one-pot reaction procedure involving aromatic aldehydes, enolizable aldehydes and aniline derivatives. Our method has many advantages such as mild reaction conditions, easy work-up, use of a reusable magnetic catalyst and high yields of products.

C2-Alkenylation of N-heteroaromatic compounds: Via Br?nsted acid catalysis

Substituted heteroaromatic compounds, especially those based on pyridine, hold a privileged position within drug discovery and medicinal chemistry. However, functionalisation of the C2 position of 6-membered heteroarenes is challenging because of (a) the difficulties of installing a halogen at this site and (b) the instability of C2 heteroaryl-metal reagents. Here we show that C2-alkenylated heteroaromatics can be accessed by simple Br?nsted acid catalysed union of diverse heteroarene N-oxides with alkenes. The approach is notable because (a) it is operationally simple, (b) the Br?nsted acid catalyst is cheap, non-toxic and sustainable, (c) the N-oxide activator disappears during the reaction, and (d) water is the sole stoichiometric byproduct of the process. The new protocol offers orthogonal functional group tolerance to metal-catalysed methods and can be integrated easily into synthetic sequences to provide polyfunctionalised targets. In broader terms, this study demonstrates how classical organic reactivity can still be used to provide solutions to contemporary synthetic challenges that might otherwise be approached using transition metal catalysis.

Cobalt-catalyzed direct alkenylation of 2-methylquinolines with aldehydes via C(sp3)-H functionalization in water

The direct C(sp3)-H alkenylation of 2-methylquinolines with aldehydes as a simple methodology to afford 2-alkenylated quinolines is reported. In the presence of catalytic CoCl2 in water, the economically and ecologically sound transformation is proposed to proceed via the direct benzylic addition to the aldehyde followed by an elimination step to provide 2-alkenylated quinolines in good to excellent yield of up to 95%. Georg Thieme Verlag Stuttgart New York.

Microwave assisted water mediated benzylic C-H functionalization of methyl aza-arenes and nucleophilic addition to aromatic aldehydes

A highly efficient method is described for the sp3 C-H bond functionalization of methyl aza-arenes in the presence of water under microwave irradiation and subsequent addition to aromatic aldehydes. This transformation represents an efficient way to synthesize 2-alkyl aza-arene derivatives from simple starting materials.

Highly enantioselective iridium-Catalyzed hydrogenation of 2-Benzylquinolines and 2-Functionalized and 2,3-disubstituted quinolines

The enantioselective hydrogenation of 2-benzylquinolines and 2-functionalized and 2,3-disubstituted quinohnes was developed by using the [Ir(COD)Cl]2/bisphosphine/I2 system with up to 96% ee. Moreover, mechanistic studies revealed the hydrogenation mechanism of quinoline involves a 1,4-hydride addition, isomerization, and 1,2-hydride addition, and the catalytic active species may be a Ir(III) complex with chloride and iodide.

Stereoselective alcohol silylation by dehydrogenative Si-O coupling: Scope, limitations, and mechanism of the Cu-H-catalyzed non-enzymatic kinetic resolution with silicon-stereogenic silanes

Ligand-stabilized copper(I)hydride catalyzes the dehydrogenative Si-O coupling of alcohols and silanes-a process that was found to proceed without racemization at the silicon atom if asymmetrically substituted. The present investigation starts from this pivotal observation since silicon-stereogenic silanes are thereby suitable for the reagent-controlled kinetic resolution of racemic alcohols, in which asymmetry at the silicon atom enables discrimination of enantiomeric alcohols. In this full account, we summarizeour efforts to systematically examine this unusual strategy of diastereoselective alcohol silylation. Ligand (sufficient reactivity with moderately electron-rich monophosphines), silane (reasonable diastereocontrol with cyclic silanes having a distinct substitution pattern) as well as substrate identification (chelating donor as a requirement) areintroductorily described. With these basic data at hand, the substrate scope was defined employing enantiomerically enriched tert-butyl-substituted 1-silatetraline and highly reactive 1-si-laindane. The synthetic part is complemented by the determination of the stereochemical course at the silicon atom in the Si-O coupling step followed by its quantum-chemical analysis thus providing a solid mechanistic picture of this remarkable transformation.

AN ALDOL-TYPE REACTION OF ACTIVE METHYL GROUPS OF NITROGEN-CONTAINING HETEROAROMATIC COMPOUNDS

Active methyl groups of nitrogen-containing heteroaromatic compounds react with benzaldehydes in the presence of 9-BBN triflate and diisopropylethylamine in dichloromethane to give the corresponding aldol-type products under mild conditions.