870010-44-9

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(Cyclopropylethynyl)phenol is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex organic molecules, contributing to the development of new drugs with enhanced properties.
Used in Agrochemical Production:
In the agrochemical industry, 2-(Cyclopropylethynyl)phenol is utilized as a precursor in the creation of novel compounds designed to improve crop protection and yield.
Used in Material Science:
2-(Cyclopropylethynyl)phenol is employed as a component in the development of new materials, leveraging its unique structural attributes to enhance material properties such as stability and reactivity.
Used as a Ligand in Metal Coordination Chemistry:
2-(Cyclopropylethynyl)phenol is used as a ligand in metal coordination chemistry, where it can influence the properties of metal complexes, potentially leading to applications in catalysis and sensing.
Used in the Production of Specialty Chemicals:
As a starting material, 2-(Cyclopropylethynyl)phenol is crucial in the synthesis of specialty chemicals, where its unique combination of functional groups allows for the creation of high-value products with specific applications.

Upstream product

• 870010-35-8 1-(2-cyclopropylethynyl)-2-(methoxymethoxy)benzene 
• 533-58-4 2-Iodophenol 
• 80778-47-8 1-iodo-2-methoxymethoxybenzene 
• 6746-94-7 Cyclopropylacetylene 

Downstream Products

• 870010-64-3 1-(cyclopropylethynyl)-2-[(4-methoxybenzyl)oxy]benzene 
• 1396511-12-8 methyl (E)-3-(2-(cyclopropylethynyl)phenoxy)acrylate 
• 72474-33-0 cyclopropyl-2 benzofuranne 

Relevant academic research and scientific papers

Indium(III)-Catalyzed Synthesis of Benzo[ b]furans by Intramolecular Hydroalkoxylation of ortho-Alkynylphenols: Scope and Mechanistic Insights

Indium(III) halides catalyze the hydroalkoxylation reaction of ortho-alkynylphenols to afford benzo[b]furans in good yields. The reaction proceeds with 5-endo-dig regioselectivity with a variety of phenols functionalized at the arene and alkyne moieties in high yields using InI3 (5 mol %) in DCE. Experimental and computational studies support a mechanism based on the indium(III) π-Lewis acid activation of the alkyne followed by nucleophilic addition of the phenol and final protodemetalation to afford the corresponding benzo[b]furan. DFT calculations suggest that dimer In2I6 is the catalytic species through a novel double coordination with the alkyne and the hydroxyl group.

Heterotetracenes: Flexible Synthesis and in Silico Assessment of the Hole-Transport Properties

Thienoacenes and furoacenes are among the most frequent molecular units found in organic materials. The efficient synthesis of morphologically different heteroacenes and the rapid determination of their solid-state and electronic properties are still challenging tasks, which slow down progress in the development of new materials. Here, we report a flexible and efficient synthesis of unprecedented heterotetracenes based on a platinum- and gold-catalyzed cyclization–alkynylation domino process using EthynylBenziodoXole (EBX) hypervalent iodine reagents in the key step. The proof-of-principle in silico estimation of the synthesized tetracenes’ charge transport properties reveals their strong dependence on both the position and nature of the heteroatoms in the ring system. A broad range of mobility is predicted, with some compounds displaying performance potentially comparable to that of state-of-the-art electronic organic materials.

A concise approach for the synthesis of 3-iodoindoles and 3-iodobenzo[b]furans via Ph3P-catalyzed iodocyclization

A variety of 3-iodoindole and 3-iodobenzo[b]furan derivatives were conveniently prepared from the corresponding 2-alkynylanilines and 2-alkynylphenols through Ph3P-catalyzed iodocyclization in the presence of N-iodosuccinimide (NIS). This proto

Gold-catalyzed cyclizations of (o-alkynyl)phenoxyacrylates with external nucleophiles: Regio-and stereoselective synthesis of functionalized benzo[b]oxepines

A catalytic approach to benzo[b]oxepines with high stereoselectivity by Au-catalyzed cyclization of (o-alkynyl)phenoxyacrylates with various nucleophiles under mild reaction conditions has been developed. Notably, the use of vinyl ether instead of alcohol could afford the same benzoxepines. The reaction may proceed by Au-catalyzed oligomerization of vinyl ether to release the alcohol, which then reacts with (o-alkynyl)phenoxyacrylates to furnish the benzoxepines.

Heterocycles by PtCl2-catalyzed intramolecular carboalkoxylation or carboamination of alkynes

PtCl2 constitutes a convenient catalyst for intramolecular hydroalkoxylation, carboalkoxylation, hydroamination, and carboamination reactions of alkynes, effecting the formation of substituted benzo[b]furan, indole-, and isochromene-1-one derivatives, respectively. This procedure allows for the transfer of (substituted) allyl, methoxymethyl (MOM), benzyloxymethyl (BOM), and (trimethylsilyl)ethoxymethyl (SEM) groups from oxygen to carbon and is compatible with functional groups that are susceptible to oxidative insertion of low valent metal species previously used for similar purposes. Although some of the reactions can even be carried out in air, the rates are significantly increased when conducted under an atmosphere of CO. A mechanistic rationale is proposed, implying activation of the alkyne by the carbophilic Pt(2+) template as the primary step of the catalytic cycle. Copyright