19965-91-4

Upstream product

• 854858-69-8 2-benzyl-3-phenyl-quinoline-4-carboxylic acid 
• 122-78-1 phenylacetaldehyde 
• 62-53-3 aniline 
• 100-42-5 styrene 
• 3420-52-8 1,4-Diphenylprop-3-en-1-one 
• 23052-05-3 N-phenyl-DL-phenylalanine 
• 96-09-3 styrene oxide 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Ytterbium(III) triflate catalyzed domino reaction of arylamines and styrene oxides: Synthesis of 2-benzyl-3-arylquinoline derivatives

An efficient and straightforward method for the synthesis of 2-benzyl-3-arylquinoline derivatives is reported involving the domino reaction of substituted arylamines and styrene oxides in the presence of 10 mol% ytterbium(III) triflate in acetonitrile at

Facile synthesis of libraries of functionalized cyclopropanes and oxiranes using ionic liquids – A new approach to the classical Corey-Chaykovsky reaction

The potential of [PAIM][NTf2]/BMIM-ILs as a base/solvent in the Corey-Chaykovsky reaction is demonstrated by the facile synthesis of libraries of functionalized cyclopropanes from enones and oxiranes from aldehydes and ketones, at room temperature in respectable isolated yields. To demonstrate their application, the synthesized epoxides were employed as substrates for the synthesis of a library of 2,3-disubstituted quinolines, using [BMIM(SO3H)][OTf]/[BMIM][PF6] as a catalyst/solvent. The potential for recycling/reuse of the IL solvents was also explored.

Sc(OTf)3-Mediated One-Pot Synthesis of 2,3-Disubstituted Quinolines from Anilines and Epoxides

Here, we report the first synthesis of 2,3-disubstituted quinolines from anilines and aromatic or aliphatic epoxides. This reaction utilizes Sc(OTf)3 as a Lewis acid and TEMPO as an oxygen scavenger. A wide variety of highly substituted quinolines were obtained with moderate to excellent yields (up to 96percent).

Method for synthesizing quinoline compounds in mode that oxidative dehydrogenation of tetrahydroquinoline compounds is synergistically catalyzed by visible light

The invention relates to a method for synthesizing quinoline compounds in the mode that oxidative dehydrogenation of tetrahydroquinoline compounds is synergistically catalyzed by visible light. The method comprises the specific steps that in an air atmosphere, the multi-substituted tetrahydroquinoline compounds shown in the formula I, an organic photocatalyst DPZ and an auxiliary catalyst Cl4-NHPIare dissolved into an organic solvent, stirred and reacted for at least 2 hours at the temperature of 20-30 DEG C under the irradiation of the visible light, separation and purification are conducted, and the quinoline compounds shown in the formula II are obtained, wherein in the formula I and the formula II (the formulas are shown in the description), R is representative for any one of hydrogen, halogen, alkyl, phenyl and alkoxy, R1 is representative for any one of hydrogen, methyl, n-propyl and phenyl, alkyl is representative for methyl or ethyl or normal-butyl or benzyl, and aryl is representative for substituted phenyl. According to the method, reaction conditions are mild, the method is environmentally friendly, the usage amount of the catalyst is low, the product conversion ratio is high, the selectivity is good and no metal participates in a reaction.

Sequential Photoredox Catalysis for Cascade Aerobic Decarboxylative Povarov and Oxidative Dehydrogenation Reactions of N-Aryl α-Amino Acids

A visible-light-driven sequential photoredox catalysis to allow N-aryl α-amino acids to experience efficient cascade aerobic decarboxylative Povarov and oxidative dehydrogenation (ODH) reactions is described. With a dicyanopyrazine-derived chromophore (DP

Facile one-pot synthesis of polysubstituted quinolines under solvent-free conditions using sulfamic acid as a reusable catalyst

A facile one-pot synthesis of polysubstituted quinoline derivatives has been demonstrated by using sulfamic acid as a reusable catalyst under solvent-free conditions. The synthetic method provides the basis and advantages of a simple experimental procedure and easy recovery and reuse of catalyst, which makes it a highly practical and environmentally benign pathway for the synthesis of polysubstituted quinolines. Interestingly, this one-pot synthesis could produce the products regioselectively in the presence of dis-symmetrical arylamines.

One-pot synthesis of quinoline derivatives directly from terminal alkynes via sequential ruthenium(II) and acid catalysis

A convenient one-pot synthesis of 2,3-di- substituted, 2,3,6- trisubstituted, and 2,3,6,7-tetrasubstituted quinoline analogues from terminal alkynes via sequential ruthenium(II) and para-toluenesulfonic acid (p-TSA) co-catalyzed reactions is described. The catalytic process is shown to take place first via intermediate formation of an allyl ketone and then addition of an aniline derivative to the allyl ketone. The p-TSA is a catalyst for both allyl ketone and quinoline synthetic steps. The method allowed us to synthesize a wide range of quinoline derivatives and introduce different substituents by employing various simple starting materials. The reaction allows the synthesis of halogen-containing products.

Amination of aromatic olefins with anilines: A new domino synthesis of quinolines

A new catalytic amination of aromatic olefins with anilines is presented. In a domino reaction, substituted quinoline derivatives are obtained in the presence of cationic rhodium complexes, such as [Rh(cod)2]BF4, and PPh3. Ethylbenzene is formed as a by-product in this new oxidative reaction. The first transition metal catalyzed anti-Markovnikov hydroamination of styrene with anilines occurs as a side reaction. Mechanistic investigations strongly support the regioselective oxidative amination of styrene as the key reaction step.