189252-16-2

Upstream product

• 42465-54-3 1-(2-amino-3-methoxyphenyl)ethanone 
• 90-04-0 2-methoxy-phenylamine 
• 536-74-3 phenylacetylene 
• 100-58-3 phenylmagnesium bromide 
• 859033-51-5 1-(2-amino-3-methoxy-phenyl)-1-phenyl-ethanol 

Downstream Products

• 107931-54-4 8-methoxy-2,4-diphenylquinoline 
• 70453-85-9 8-methoxy-4-phenylquinolin-2(1H)-one 
• 63352-82-9 8-Methoxy-4-phenylquinoline 

Relevant academic research and scientific papers

A heterogeneous catalytic and solvent-free approach to 1,2-dihydroquinoline derivatives from aromatic amines and alkynes by tandem hydroarylation-hydroamination

This study describes a mesoporous aluminosilicate (ASM) catalyst-induced one-step synthesis of substituted dihydroquinolines through a hydroarylation/hydroamination cascade reaction under solvent-free conditions. A sol-gel method was utilized to prepare t

Iodine-Promoted Synthesis of 4-Aryl-2-(arylsulfonyl)quinolones by Desulfurative C-S Cross-Coupling Reaction of Quinoline-2-thiones with Sodium Sulfinates

An iodine-induced sulfonylation of quinoline-2-thiones with sodium arenesulfinates as sulfur sources for the synthesis of 4-aryl-2-(arylsulfonyl)quinoline derivatives is described. The 4-aryl-2-(arylsulfonyl)quinoline derivatives can be obtained in a moderate to good yields. This C-S bond cleavage and C-S cross-coupling proceeds in the absence of a metal under inexpensive and nontoxic conditions and it displays a broad substrate scope.

Palladium-Catalyzed/Copper-Mediated Desulfurization and Aryl- ation of Quinoline-2-(1 H)-thione for Rapid Access to Quinoline Derivatives

An efficient method for carbon-carbon bond formation is described. The process employs the palladium-catalyzed and copper-mediated cross-coupling of quinoline-2-(1 H)-thiones with arylboronic acids or alkynes through C-S bond cleavage without an inert atm

Chemo- And Regioselective Magnesium-Catalyzed ortho-Alkenylation of Anilines

A simple and efficient catalytic system for a chemo- and regioselective ortho-alkenylation of anilines is presented. The new magnesium-catalyzed reaction allows the use of a wide range of alkynes and anilines with different electronic and steric propertie

Metal-free synthesis of 2-fluoroalkylated quinolines using polyfluoroalkanoic acids as direct fluorine sources

A novel [5 + 1] cyclization of 2-vinylanilines with polyfluoroalkanoic acids under catalyst- A nd additive-free conditions was successfully implemented. The approach directly employs very low-cost and readily available polyfluoroalkanoic acids as both C1 synthons and fluoroalkyl building blocks. This method provides concise access to diverse 2-fluoroalkylated (CF3, C2F5, C3F7, CF2H, CF2Cl, and CF2Br) quinolines in good yields with excellent functional group tolerance in high yield on a gram scale.

Cleavage of C-C Bonds for the Synthesis of C2-Substituted Quinolines and Indoles by Catalyst-Controlled Tandem Annulation of 2-Vinylanilines and Alkynoates

The strategy for the synthesis of C2-substituted indoles and quinolines from 2-vinylanilines and alkynoates through C-C bond cleavage is developed. With these general methods, 2-substituted indoles and quinolines can be accessed via tandem Michael addition and cyclization with no requirement of oxidant. This strategy not only provides a method for the synthesis C2-substituted indoles in good yields through the simultaneous cleavage of C=C and C=C bonds under metal-free conditions but also provides a simple method for the generation of the C2-substituted quinolines in moderate yields via Pd-catalyzed C=C bond cleavage.

Base-catalyzed thio-lactamization of 2-(1-arylvinyl)anilines with CS2 for the synthesis of quinoline-2-thiones

Here we show that the base-catalyzed thio-lactamization of 2-(1-arylvinyl)anilines with CS2 is a powerful methodology to synthesize quinoline-2-thiones. This thio-lactamization uses inexpensive and versatile 2-(1-arylvinyl)anilines, which are easily available from the reaction of amines and alkynes. Compared to the known strategy in the literature, this method features the advantages like a short synthesis step and easily available starting materials.

Base-controlled chemoselectivity reaction of vinylanilines with isothiocyanates for synthesis of quinolino-2-thione and 2-aminoquinoline derivatives

Here, we report a base-controlled chemo-selective reaction of vinylanilines with alkyl/aryl isothiocyanates to afford quinolino-2-thione and 2-aminoquinoline derivatives. The quinolino-2-thiones could be obtained in high yields in the presence of Et3N. Particularly interesting is that the reaction could produce the 2-aminoquinolines in the presence of K3PO4 with high selectivity.

Carbon annulation of ortho-vinylanilines with dimethyl sulfoxide to access 4-aryl quinolines

A palladium-catalyzed annulation of ortho-vinylanilines with dimethyl sulfoxide was developed to access 4-aryl quinolines in moderate to good yields. Activated by 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO), DMSO served as a “=CH-” fragment in this transformation. It represents a facile pathway leading to 4-aryl quinolines.

Palladium-Catalyzed [5+1] Annulation of 2-(1-Arylvinyl) Anilines and α-Diazocarbonyl Compounds toward Multi-functionalized Quinolines

A palladium-catalyzed [5+1] annulation of 2-(1-arylvinyl) anilines and α-diazocarbonyl compounds has been developed, affording a series of multi-functionalized quinolines in moderate to good yields. This procedure proceeded with the sequential insertion o