5632-14-4

Upstream product

• 2973-27-5 quinoline-4-carbonitrile 
• 6921-34-2 benzylmagnesium chloride 
• 93326-48-8 phenyl-quinolin-4-yl-acetonitrile 
• 91-22-5 quinoline 
• 103-82-2 phenylacetic acid 
• 100-44-7 benzyl chloride 
• 1589-82-8 phenylmagnesium bromide 
• 611-35-8 4-chloroquinoline 
• 27049-45-2 benzyl 2-pyridyl ketone 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 100-68-5 methyl-phenyl-thioether 
• 108-86-1 bromobenzene 
• 82700-07-0 1-(ethoxycarbonyl)quinolinium chloride 
• 82700-08-1 ethyl 2-(diethoxyphosphinyl) 1(2H)-quinoline carboxylate 

Downstream Products

• 108771-06-8 α-phenyl-4-quinolinemethanol 
• 54885-00-6 phenyl(quinolin-4-yl)methanone 
• 102661-91-6 4-(4-bromo-benzyl)-quinoline 
• 101291-12-7 4-(4-nitro-benzyl)-quinoline 
• 111385-47-8 4-benzyl-1-methyl-quinolinium; iodide 

Relevant academic research and scientific papers

Method for synthesizing substituted quinoline derivative 4- through palladium catalysis (by machine translation)

The invention belongs to the technical field of 4 - synthetic chemistry, and particularly. relates to a method for synthesizing a substituted quinoline derivative with palladium through palladium catalysis, Cs. 2 CO3 The method disclosed by, the 60-80 °C invention is 5-8 simple, and green, in 4 - synthetic process,has excellent selectivity and high yield, and has a wide substrate range, and the method has a wide, application value in the fields of pharmaceutical chemistry, biochemistry and the like. (by machine translation)

Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents

The first Pd-catalyzed alkylation of (iso)quinolines and arenes is reported. The readily available and bench-stable 2-acylpyridine compounds were used as an alkylation reagent to form the structurally versatile alkylated (iso)quinolines and arenes. The method affords a convenient pathway for the introduction of alkyl groups into organic molecules.

One-pot borylation/Suzuki-Miyaura sp2-sp3 cross-coupling

We describe the first one-pot borylation/Suzuki-Miyaura sp2-sp3 cross-coupling between readily available aryl (pseudo)halides and activated alkyl chlorides. This method streamlines the synthesis of diaryl methanes, α-aryl carbonyls and allyl aryl compounds, substructures that are commonly found in life changing drug molecules.

Palladium-Catalyzed Arylation of Benzylic C-H Bonds of Azaarylmethanes with Aryl Sulfides

Benzylic C-H arylation of azaarylmethanes with aryl sulfides has been developed by using a Pd-NHC catalyst and an amide base. Various azaarylmethanes and aryl sulfides were involved in the reaction to afford the corresponding diarylmethanes in good to excellent yields. Moreover, triarylmethane synthesis was accomplished through iterative arylations of 2- or 4-methylpyridine with two different aryl sulfides.

Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen

The methylene group of various substituted 2- and 4-benzylpyridines, benzyldiazines and benzyl(iso)quinolines was successfully oxidized to the corresponding benzylic ketones using a copper or iron catalyst and molecular oxygen as the stoichiometric oxidant. Application of the protocol in API synthesis is exemplified by the alternative synthesis of a precursor to the antimalarial drug Mefloquine. The oxidation method can also be used to prepare metabolites of APIs which is illustrated for the natural product papaverine. ICP-MS analysis of the purified reaction products revealed that the base metal impurity was well below the regulatory limit.

Polar Effects in Free-Radical Reactions. Selectivity and Reversibility in the Homolytic Benzylation of Protonated Heteroaromatic Bases

The homolytic benzylation of protonated 4-cyanopyridine, quinoline, 2-methyl- and 4-methylquinoline, isoquinoline, and quinoxaline is investigated.The great influence of the polar effect and of the reversibility of the addition of the benzyl radical on the reaction selectivity is discussed.It is put forward the hypothesis that the HSAB principle can be extended to free-radical reactions when the polar effect is the dominant factor.

REGIOSELECTIVE SYNTHESIS OF 4-ALKYLQUINOLINES FROM QUINOLINE VIA 1-ETHOXYCARBONYL-1,2-DIHYDROQUINOLINE-2-PHOSPHONATES

1-Ethoxycarbonyl-1,2-dihydroquinoline-2-phosphonates (3) were treated with n-butyllithium followed by alkyl halides to afford the corresponding 4-alkylated phosphonates (7) with complete regioselectivity in 67-97percent yields.The phosphonates (7) were converted to 4-alkylquinolines (8) in ca. 50percent yields by treatment with sodium iodide in HMPA or by alkaline hydrolysis in aqueous ethanol.