57489-86-8

Upstream product

• 854254-69-6 6-phenyl-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid 
• 98-86-2 acetophenone 
• 23126-68-3 6-amino-benzo[1,3]dioxole-5-carbaldehyde 
• 7647-01-0 hydrogenchloride 
• 34192-86-4 (E)-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)-1-phenylprop-2-en-1-one 
• 64-19-7 acetic acid 
• 712-97-0 6-nitro-1,3-benzodioxole-5-carbaldehyde 
• 70-11-1 α-bromoacetophenone 
• 6639-66-3 6-{(E)-[(4-methylphenyl)imino]methyl}-1,3-benzodioxol-5-amine 
• 854254-67-4 ethyl 6-phenyl-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 300-57-2 allylbenzene 
• 14268-66-7 benzo[1,3]dioxolo-5-ylamine 

Downstream Products

• 1416892-68-6 (R)-6-phenyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]quinoline 

Relevant academic research and scientific papers

Rhodium-Catalyzed Dehydrogenative Annulation of N-Arylmethanimines with Vinylene Carbonate for Synthesizing Quinolines

Here we report a novel Rh-catalyzed C-H/C-H alkenylation of N-arylmethanimines with vinylene carbonate acting as a vinylene unit. Forty examples of C3,C4-nonsubstituted quinolines were achieved from commercially available starting materials. This identified process features an exceedingly simple system, a lower loading of catalyst, and the capacity for postfunctionalization with bioactive molecules.

Continuous Flow Synthesis of Quinolines via a Scalable Tandem Photoisomerization-Cyclization Process

A continuous photochemical process is presented that renders a series of quinoline products via an alkene isomerization and cyclocondensation cascade. It is demonstrated that a high-power LED lamp generates the desired targets with higher productivity and efficiency than a medium-pressure Hg-lamp. The scope of this tandem process is established and allows for the generation of various substituted quinolines in high yields and with throughputs of greater than one gram per hour. Finally, this effective flow process is coupled with a telescoped hydrogenation reaction to render a series of tetrahydroquinolines including the antimalarial natural product galipinine.

Molybdenum-Catalyzed Sustainable Friedl?nder Synthesis of Quinolines

Polysubstituted quinolines have been efficiently synthesized from nitroarenes and glycols, as reducing agents, under dioxomolybdenum(VI)-catalysis. Interestingly, the waste reduction byproduct is incorporated into the final heterocycle. This method repres

Palladium-catalyzed synthesis of quinolines from allyl alcohols and anilines

A process for quinoline synthesis through palladium-catalyzed oxidative cyclization of aryl allyl alcohols and anilines is described. This process works in the absence of acid, base and any other additive and has a broad substrate scope, tolerating electron-withdrawing groups such as nitryl, trifluoromethyl and so on. A series of quinolines are prepared in satisfactory yields.

Palladium-Catalyzed Allylic C-H Oxidative Annulation for Assembly of Functionalized 2-Substituted Quinoline Derivatives

An efficient and practical palladium-catalyzed aerobic oxidative approach to afford functionalized 2-substituted quinolines in moderate to good yields from readily available allylbenzenes with aniline is developed. The present annulation process has high functional-group tolerance and high atom economy, making it a valuable and practical method in synthetic and medicinal chemistry. Moreover, this transformation is supposed to proceed through oxidation of allylic C-H functionalization to form C-C and C-N bonds in one pot.

Synthesis of substituted quinoline via copper-catalyzed one-pot cascade reactions of 2-bromobenzaldehydes with aryl methyl ketones and aqueous ammonia

In this Letter, a new version of the Friedl?nder synthesis of quinoline derivatives starting from 2-bromobenzaldehydes, aryl methyl ketones, and aqueous ammonia with copper-catalyzed amination as a key step is presented. Remarkable advantages of this new quinoline synthesis include commercially available and economical starting materials, simple operational process, and excellent efficiency.

Gold(I)-catalyzed unprecedented rearrangement reaction between 2-aminobenzaldehydes with propargyl amines: An expedient route to 3-aminoquinolines

Access to aminoquinolines: A gold(I)-catalyzed unprecedented rearrangement reaction between 2-aminobenzaldehydes with propargyl amine was studied. The study provided, for the first time, direct access to 3-aminoquinolines in one step starting from readily available starting materials (see scheme). Elegantly designed experiments were employed to unravel the mechanism of this unprecedented rearrangement, which are corroborated by DFT calculations.

In vitro antifungal activity of polyfunctionalized 2-(hetero)arylquinolines prepared through imino Diels-Alder reactions

Diverse polyfunctionalized quinolines, easily prepared using Lewis acid-catalyzed imino Diels-Alder reactions between corresponding aldimines, were tested for antifungal properties against standardized as well as clinical isolates of clinically important fungi. Among them, 4-pyridyl derivatives displayed the best activities mainly against dermatophytes. The activity appears not to be related neither to the lipophilicity nor to the basicity of compounds.

Indium-mediated reductive cyclization of 2-nitrochalcones to quinolines

The reductive cyclization of 2-nitrochalcones using indium in an aqueous alcohol solution containing ammonium chloride produced the corresponding quinolines in reasonable yields.{A figure is presented}.

A novel one-pot synthesis of 2-arylquinolines through cascade reactions mediated by samarium reagents

A novel one-pot synthesis of 2-arylquinolines 4 from onitrobenzaldehydes 1 and α-haloketones 2 through SmI3 and Sm (II) mediated cascade reactions is reported. The advantages of this new one-pot procedure are easily accessible substrates, simple and mild reaction conditions.