92496-20-3

Usage

Uses

Used in Industrial Chemical Production:
(3-phenoxyprop-1-yn-1-yl)benzene is used as a key component in the production of various industrial chemicals due to its unique structure and reactivity.
Used in Organic Synthesis:
As a building block in organic synthesis, (3-phenoxyprop-1-yn-1-yl)benzene is utilized for creating a range of complex organic molecules, contributing to the development of new materials and compounds.
Used in Drug Development and Medicine:
(3-phenoxyprop-1-yn-1-yl)benzene is studied for its potential biological and pharmacological activities, making it a candidate for use in drug development and medicine. Its specific applications in this field are still under investigation.
Used in Environmental Research:
Identified as a potential environmental pollutant, (3-phenoxyprop-1-yn-1-yl)benzene is the subject of research on its impact and fate in aquatic environments and ecosystems, aiming to understand and mitigate its potential negative effects on the environment.

Upstream product

• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 108-95-2 phenol 
• 591-50-4 iodobenzene 
• 13610-02-1 1-phenoxy-2-propyne 
• 62-53-3 aniline 
• 1327239-53-1 N-methyl-N-(phenoxymethoxy)acetamide 
• 33837-96-6 methyl thiomethyl ether of phenol 
• 6707-01-3 (chloromethoxy)benzene 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 
• 930-68-7 cyclohexenone 
• 58061-19-1 hypochlorous acid phenyl ester 
• 536-74-3 phenylacetylene 

Downstream Products

• 51870-64-5 4-phenyl-2H-benzo[b]pyran 
• 92496-19-0 4-Phenyl-4H-1-benzopyran 
• 21763-04-2 3,4-dihydro-4-phenyl-2H-chromene 
• 33104-08-4 2-methyl-3-phenylbenzofuran 
• 1431712-07-0 ethyl 1-acetyl-4-(phenoxymethyl)-5-p-tolyl-1H-pyrrole-2-carboxylate 
• 15185-05-4 4-phenylcoumarin 
• 5882-21-3 3,4-diphenyl-2H-benzopyran 
• 22191-61-3 N,N-dimethyl-3-phenylthiopropionamide 
• 117-99-7 2-Hydroxybenzophenone 
• 57329-33-6 3-phenyl-1-benzofuran-2-carbaldehyde 

Relevant academic research and scientific papers

Cyclization and rearrangement products from coupling reactions between terminal o-alkynylphenols or o-ethynyl(hydroxymethyl)benzene and 6-halopurines

Cyclization reactions on 6-[(2-hydroxyphenyl)ethynyl]purines, 6-[(2-hydroxymethylphenyl)ethynyl]purines and 6-[(2-hydroxyphenyl)propyn-1-yl]purines have been studied. 6-(2-Benzofuryl)purines are readily available via a one-pot Sonogashira coupling-cyclization between 6-iodopurine and 2-ethynylphenol. When the same reaction was performed with o-(hydroxymethyl)ethynylbenzene, 6-[isobenzofuran-1(3H)-ylidenemethyl]purine was formed, mainly as the (E)-isomer. Acid catalyzed isomerization of the (E)-compound afforded the (Z)-isomer. The latter compound was also formed from a two-step reaction; Sonogashira coupling with O-silylated alkyne followed by deprotection and subsequent 5-exo cyclization. Sonogashira coupling between 6-halopurines and 2-propynylphenol gave only the alkyne coupling product and no cyclization took place. However, the Sonogashira product was unexpectedly rearranged to 6-(3-phenoxypropa-1,2-dienyl)purines under basic conditions. Theoretical calculations demonstrated that the allenes are more stable than their alkyne isomers.

Water-Tolerant ortho-Acylation of Phenols

A metal-free, water-tolerant, and one-pot process for ortho-acylation of phenols promoted by the iodine source/hydrogen peroxide system has been developed. This transformation undergoes ether formation, iodocyclization, C-C bond cleavage, and oxidative hydrolysis in a one-step manner, which is supported by control experiments.

Preparation method and application of propyne aryl ether compound

The invention particularly relates to a method for preparing propyne aryl ether compounds from aryl phenol, halogenated propyne and derivatives of the halogenated propyne, and belongs to the technical field of preparation of the propyne aryl ether compoun

Metal-Free Synthesis of Selenodihydronaphthalenes by Selenoxide-Mediated Electrophilic Cyclization of Alkynes

A transition-metal-free, selenium mediated electrophilic cyclization reaction was realized through a one-pot procedure between simple alkynes and triflic anhydride-activated selenoxides to give selenium containing dihydronaphthalene products. This method gave good to very high yields for all products, including selenium-substituted phenanthrene, dihydroquinoline, 2H-chromene, and coumarin, which can be further transformed to other functionalized compounds.

Base-Mediated O-Arylation of Alcohols and Phenols by Triarylsulfonium Triflates

A mild and efficient protocol for O-arylation of alcohols and phenols (ROH) by triarylsulfonium triflates was developed under transition-metal-free conditions. Various alcohols, including primary, secondary and tertiary, and phenols bearing either electron-donating or electron-withdrawing groups on the aryl rings were smoothly converted to form the corresponding aromatic ethers in moderate to excellent yields. The reactions were conducted at 50 or 80 °C for 24 h in the presence of a certain base and showed good functional group tolerance. The base-mediated arylation with asymmetric triarylsulfonium salts could selectively transfer the aryl groups of sulfoniums to ROH, depending on their inherent electronic nature. The mechanistic studies revealed that the reaction might proceed through the nucleophilic attack of the in situ formed alkoxy or phenoxy anions at the aromatic carbon atoms of the C?S bonds of triarylsulfonium cations to furnish the target products.

Synthesis of 3-Organoselenyl-2H-Coumarins from Propargylic Aryl Ethers via Oxidative Radical Cyclization

A metal-free oxidative radical cyclization/selenylation of propargylic aryl ethers with diaryl diselenides was developed. This protocol provided an alternative method to synthesize 3-organoselenyl-2H-coumarins via the formation of C?Se bond, C?C bond, and C=O bond in one step. Moreover, a broad range of functional groups (such as halogen, aldehyde, ketone, cyano, and nitro group) were tolerated. (Figure presented.).

Diphenyl-Diselenide-Mediated Domino Claisen-Type Rearrangement/Cyclization of Propargylic Aryl Ethers: Synthesis of Naphthofuran-2-carboxaldehyde Derivatives

A diphenyl-diselenide-mediated Claisen-type rearrangement/cyclization of propargylic aryl ethers under metal-free conditions is developed, affording various naphthofuran-2-carboxaldehydes in moderate to excellent yield. The broad substrate scope and excel

An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence

An interrupted Pummerer/nickel-catalysed cross-coupling strategy has been developed and used in the elaboration of styrenes. The operationally simple method can be carried out as a one-pot process, involves the direct formation of stable alkenyl sulfonium salt intermediates, utilises a commercially available sulfoxide, catalyst, and ligand, operates at ambient temperature, accommodates sp-, sp2-, and sp3-hybridised organozinc coupling partners, and delivers functionalised styrene products in high yields over two steps. An interrupted Pummerer/cyclisation approach has also been used to access carbo- and heterocyclic alkenyl sulfonium salts for cross-coupling.

Metal-Free I2-Catalyzed Highly Selective Dehydrogenative Coupling of Alcohols and Cyclohexenones

The I2 catalyzed highly selective oxidative condensation of cyclohexenones and alcohols for the synthesis of aryl alkyl ethers has been described. DMSO is employed as the mild terminal oxidant. This novel methodology offers a metal-free reaction condition, operational simplicity and broad substrate scope to afford valuable products from inexpensive reagents. Various meta-substituted aromatic ethers which are hardly synthesized from the reported methods requiring meta-substituted phenols, are efficiently prepared by the present protocol.

Sonogashira reaction using arylsulfonium salts as cross-coupling partners

Triarylsulfonium, alkyl- and fluoroalkyl(diaryl)-sulfonium, and aryl(dialkyl)sulfonium triflates are successfully used as a new family of cross-coupling participants in the Sonogashira reaction as aryldiazonium, diaryliodonium, and tetraphenylphosphonium salts. It was found that terminal alkynes reacted mildly with triarylsulfonium or (2,2,2-trifluoroethyl)diphenylsulfonium triflate at room temperature under Pdand Cu-cocatalysis to give the corresponding arylalkynes in up to >99% yield. This protocol represents the first use of arylsulfonium salts as cross-coupling partners in the Pd/Cu-catalyzed Sonogashira reaction.