1173153-20-2

Usage

Uses

Used in Pharmaceutical Synthesis:
2-((4-fluorophenyl)ethynyl)benzeneamine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with improved therapeutic properties.
Used in Dye Production:
In the dye industry, 2-((4-fluorophenyl)ethynyl)benzeneamine is used as a precursor for the production of dyes, leveraging its chemical structure to create dyes with specific color characteristics and properties.
Used in Polymer Synthesis:
2-((4-fluorophenyl)ethynyl)benzeneamine is utilized as a monomer or building block in the synthesis of polymers, contributing to the creation of materials with tailored properties for various applications.
Used in Organic Synthesis:
As a versatile organic compound, 2-((4-fluorophenyl)ethynyl)benzeneamine is used in organic synthesis for the preparation of more complex molecules, serving as a valuable component in the development of advanced chemical entities.
Used in Medicinal Research:
2-((4-fluorophenyl)ethynyl)benzeneamine is employed in pharmacological research for its potential medicinal properties, with ongoing studies exploring its therapeutic applications and mechanisms of action.
Safety Considerations:
Due to its potentially hazardous nature, it is crucial to handle 2-((4-fluorophenyl)ethynyl)benzeneamine with care and adhere to proper safety protocols to minimize risks during its use in various applications.

Upstream product

• 766-98-3 1-ethynyl-4-fluorobenzene 
• 615-43-0 2-iodophenylamine 
• 1314806-83-1 1-bromo-2-((4-fluorophenyl)ethynyl)benzene 
• 52670-38-9 2-ethynylaniline 
• 352-34-1 4-fluoro-1-iodobenzene 
• 95-53-4 o-toluidine 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 

Downstream Products

• 1225336-09-3 2,2,2-trifluoro-N-(2-((4-methoxyphenyl)ethynyl)phenyl)acetamide 
• 1262302-60-2 2,2'-bis(4-fluorophenyl)-1H,1'H-3,3'-biindole 
• 782-17-2 2-(4-fluorophenyl)indole 
• 1570214-65-1 3,3-difluoro-2-(4-fluorophenyl)-3H-indole 

Relevant academic research and scientific papers

Alkyne-substituted diminazene as G-quadruplex binders with anticancer activities

G-quadruplex ligands have been touted as potential anticancer agents, however, none of the reported G-quadruplex-interactive small molecules have gone past phase II clinical trials. Recently it was revealed that diminazene (berenil, DMZ) actually binds to

Copper-Catalyzed Enantioselective C-H Arylation between 2-Arylindoles and Hypervalent Iodine Reagents

The copper-catalyzed enantioselective C-H arylation between 2-arylindoles and hypervalent iodine reagents has been successfully developed, which provides a convenient and economical route to the highly atroposelective synthesis of axially chiral indole de

Solvent-Dependent Cyclization of 2-Alkynylanilines and ClCF2COONa for the Divergent Assembly of N-(Quinolin-2-yl)amides and Quinolin-2(1 H)-ones

Herein, we present an expedient Cu-catalyzed [5 + 1] cyclization of 2-alkynylanilines and ClCF2COONa to divergent construction of N-(quinolin-2-yl)amides and quinolin-2(1H)-ones by regulating the reaction solvents. Notably, nitrile acts as a solvent and performs the Ritter reactions. ClCF2COONa is used as a C1 synthon in this transformation, which also represents the first example for utilization of ClCF2COONa as an efficient desiliconization reagent. The current protocol involves in situ generation of isocyanide, copper-activated alkyne, Ritter reaction and protonation.

Copper(I)-Mediated Cascade Annulation via Dual C-H/C-H Activation: Access to Benzo[a]carbazolic AEEgens

A Cu(I)-mediated cascade cyclization/annulation of unprotectedo-alkynylanilines with maleimides in one pot is developed. The protocol offers sequential formation of one C-N and two C-C bonds to deliver fused benzo[a]carbazoles having free NH skeletons. The annulated products display fluorescence emission in the range of 485-502 nm with a large Stokes shift and fluorescence lifetime of ～17 ns. The annulated3aadisplays AEE behavior in the ethanol/hexane system and possesses marigold-flower-like morphology at the aggregated state. Cell viability assays enumerate biocompatible AEEgens, while their high intracellular fluorescence depicts cell imaging applicability.

Cascade Reactions Assisted by Microwave Irradiation: Ultrafast Construction of 2-Quinolinone-Fused γ-Lactones fromN-(o-Ethynylaryl)acrylamides and Formamide

An ultrafast (10 s) methodology to construct novel highly functionalized 2-quinolinones fromN-(o-ethynylaryl)acrylamides (1,7-enynes) is described for the first time. Microwave irradiation enabled the ultrafast synthesis of 2-quinolinone-fused γ-lactones from Fenton’s reagents in formamide. After six key consecutive reactions, including a diastereoselective step, 2-quinolinone-fused γ-lactones were obtained in good overall yield (up to 46%; 10 s).

An expedient route to tricyanovinylindoles and indolylmaleimides fromo-alkynylanilines utilising DMSO as a one-carbon synthon

A Pd(ii)/Cu(ii) catalysed domino synthesis of tricyanovinylindoles has been achieved using DMSO as a one-carbon synthon. The reaction proceedsviathe construction of 2-aryl-3-formyl indole followed by sequential addition of malononitrile and a CN resulting

Gold-Catalyzed Cascade and Divergent Synthesis of Indolobenzazepines and Indoloquinolines from Nitrogen-Tethered 1,8-Diynes

We describe the divergent construction of two nitrogen-containing polycyclic systems by gold-catalyzed cycloisomerizations. The gold-catalyzed cascade hydroamination and 7-endo-dig-selective cycloisomerization of nitrogen-tethered 1,8-diynes yielded indol

A competitive and highly selective 7-, 6- And 5-annulation with 1,3-migration through C-H and N-H-alkyne coupling

We demonstrated a highly competitive and selective C-C and N-C cross-coupled 7-, 6- and 5-annulation utilizing 2-ethynylanilides to afford functionalized 1H-benzo[b]azepin-2(5H)-ones, 2-quinolinones, and 3-acylindoles in high yield. ZnCl2 was f

Palladium-Catalyzed Ligand-Free Double Cyclization Reactions for the Synthesis of 3-(1′-Indolyl)-phthalides

Indole and phthalide are privileged heterocyclic scaffolds in numerous natural products and bioactive molecules. The synthesis and biological evaluation of the compounds combining these two scaffolds have rarely been reported. Herein, we repot the first palladium-catalyzed ligand-free double cyclization reactions that enable efficient synthesis of 3-(1′-indolyl)-phthalides (42 examples, up to 96% yield) under mild conditions. Notably, only 1.0 mol % of catalyst loading is used, suggesting high efficiency. Late-stage elaborations give highly functionalized analogues.

Syntheses of N-Alkyl 2-Arylindoles from Saturated Ketones and 2-Arylethynylanilines via Cu-Catalyzed Sequential Dehydrogenation/Aza-Michael Addition/Annulation Cascade

We describe here a Cu-catalyzed and 4-OH-TEMPO-mediated sequential dehydrogenation/aza-Michael addition/annulation cascade reaction for the construction of N-alkyl 2-arylindoles from facilely available saturated ketones and 2-arylethynylanilines. This rea