157869-15-3

Usage

Uses

Used in Organic Synthesis:
2-((4-Methoxyphenyl)ethynyl)benzeneaMine is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure facilitates a range of chemical reactions, making it a versatile building block for creating new molecules with specific properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-((4-Methoxyphenyl)ethynyl)benzeneaMine is used as a building block for the development of new drugs. Its chemical structure allows for the design of molecules with potential therapeutic effects, contributing to the advancement of medicinal chemistry.
Used in Medicinal Chemistry:
2-((4-Methoxyphenyl)ethynyl)benzeneaMine is used as a ligand for various biological targets in medicinal chemistry. Its ability to interact with specific biological molecules makes it a promising candidate for the development of drugs targeting a range of diseases and conditions.
Used in Chemical Research:
2-((4-Methoxyphenyl)ethynyl)benzeneaMine is also used in chemical research to explore new reaction pathways and develop innovative synthetic methods. Its unique structure provides opportunities for scientists to study and understand the underlying mechanisms of various chemical processes.

Upstream product

• 615-43-0 2-iodophenylamine 
• 768-60-5 4-methoxyphenylacetylen 
• 52670-38-9 2-ethynylaniline 
• 696-62-8 para-iodoanisole 
• 623-12-1 4-chloromethoxybenzene 
• 348-54-9 2-Fluoroaniline 
• 62-53-3 aniline 
• 3989-14-8 (4-methoxyphenylethynyl)trimethylsilane 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 149457-45-4 4-(2-bromophenylethynyl)anisole 
• 615-36-1 2-bromoaniline 

Downstream Products

• 55164-80-2 3-(4-methoxy-phenyl)quinolin-2(1H)-one 
• 170956-93-1 3-(4-methoxybenzyl)-1,3-dihydroindol-2-one 
• 157869-07-3 4-bromo-3-(4-methoxyphenyl)cinnoline 
• 7628-77-5 4-chloro-3-(4-methoxyphenyl)cinnoline 
• 1103523-13-2 C₂₃H₂₃NO₃ 
• 1220451-84-2 C₂₁H₂₁NO₃ 
• 1201632-67-8 C₁₆H₁₄N₂O₂ 
• 1236003-89-6 (Z)-4-(4-methoxybenzylidene)-N,N-dimethyl-4H-benzo[d][1,3]thiazin-2-amine 
• 54888-64-1 2-(4-methoxyphenethyl)aniline 
• 1285494-86-1 3-(4-chlorophenylthio)-2-(4-methoxyphenyl)-1H-indole 
• 1285494-84-9 2-(4-methoxyphenyl)-3-(p-tolylthio)-1H-indole 
• 1285494-88-3 3-(4-bromophenylthio)-2-(4-methoxyphenyl)-1H-indole 
• 1285494-90-7 2-(4-methoxyphenyl)-3-(phenylselanyl)-1H-indole 
• 1285494-82-7 2-(4-methoxyphenyl)-3-(phenylthio)-1H-indole 

Relevant academic research and scientific papers

Copper-Catalyzed Aerobic Oxidative Cyclization of 2-Alkynylanilines with Nitrosoarenes: Synthesis of Organic Solid Mechanoluminescence Compounds of 4-Oxo-4 H-cinnolin-2-ium-1-ide

An efficient Cu(I)/DMAP/air system for the one-pot synthesis of 4-oxo-4H-cinnolin-2-ium-1-ides, which are often difficult to prepare by traditional routes from substituted 2-alkynylanilines and nitrosoarenes, was developed. These 4-oxo-4H-cinnolin-2-ium-1-ides have practical applications as mechanoluminescent materials. Preliminary mechanistic experiments were performed, and a plausible mechanism for this tandem process is proposed. The use of an inexpensive copper catalyst and molecular oxygen as the oxygen source and the oxidant make this an attractive green protocol with potential synthetic applications.

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

Photocatalyzed Intramolecular [2+2] Cycloaddition of N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides

N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides are converted into natural product inspired scaffolds via iridium photocatalyzed intramolecular [2+2] photocycloaddition. The protocol has a broad substrate scope, whilst operating under mild reaction conditions. Tethering four components forming a trisubstituted cyclobutane core builds rapidly high molecular complexity. Our approach allows the design and synthesis of a variety of tetrahydrocyclobuta[c]quinolin-3(1H)-ones, in yields ranging between 20–99 %, and with excellent regio- and diastereoselectivity. Moreover, it was demonstrated that the intramolecular [2+2]-cycloaddition of 1,7-enynes—after fragmentation of the cyclobutane ring—leads to enyne-metathesis-like products.

Catalytic Enantioselective Aminopalladation–Heck Cascade

Domino processes initiated by intramolecular nucleopalladation of alkynes have been developed into powerful synthetic tools for the synthesis of functionalized heterocycles. However, a catalytic enantioselective version of this class of reactions remains

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

Nickel-catalyzed cyclization of 1,7-enynes for the selective synthesis of dihydrocyclobuta[c]quinolin-3-ones and benzo[b]azocin-2-ones

We herein described a nickel-catalyzed cyclization ofN-(o-ethynylaryl)acrylamides for the selective synthesis of dihydrocyclobuta[c]quinolin-3-ones and benzo[b]azocin-2-ones. The two varied products could be easily obtained by tuning the reaction temperature. This reaction features easy temperature-control, high efficiency, and gram-scale synthesis.

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.

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

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.