6307-20-6

Usage

Uses

Used in Organic Synthesis:
2,3,5-triphenylfuran is used as a key intermediate in the synthesis of complex organic molecules, particularly for the development of new materials with potential applications in various industries.
Used in Electronic Devices:
In the Electronics Industry, 2,3,5-triphenylfuran is utilized as a component in the creation of organic light-emitting diodes (OLEDs), due to its unique electronic properties that contribute to the performance and efficiency of these devices.
Used in Pharmaceutical Applications:
2,3,5-triphenylfuran serves as a building block for the synthesis of novel organic compounds with potential pharmaceutical applications, including the development of new drugs and therapeutic agents.
Used in Medicinal Chemistry:
In the field of Medicinal Chemistry, 2,3,5-triphenylfuran is being investigated for its potential antimicrobial and antioxidant properties, which could lead to its use in the development of new treatments and preventative measures against various diseases and conditions.

Upstream product

• 34880-76-7 (E)-1,2,4-triphenylbut-2-ene-1,4-dione 
• 102662-06-6 3-chloro-2,4,5-triphenyl-furan 
• 10562-16-0 1,4-dibenzoyl-2,3-diphenyl-1,3-butadiene 
• 97861-38-6 3-benzyl-3,5-diphenyl-2(3H)-furanone 
• 138711-38-3 (Z)-3-oxo-1,3-diphenylprop-1-en-1-yl benzoate 
• 10034-85-2 hydrogen iodide 
• 64-19-7 acetic acid 
• 904928-69-4 2,4,5-triphenyl-3-iodofuran 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 1226806-93-4 C₂₄H₂₀O₄ 
• 100-42-5 styrene 
• 451-40-1 phenyl benzyl ketone 
• 621-82-9 Cinnamic acid 
• 74143-86-5 1 ,4-diphenyl-2,3-butadien-1-one 

Downstream Products

• 857821-60-4 3-bromo-2,5-bis-(4-bromo-phenyl)-4-phenyl-furan 
• 32918-58-4 5,6,7,8-Tetrachloro-2,3,9a-triphenyl-3a,9a-dihydro-benzo[b]furo[2,3-e][1,4]dioxine 
• 53751-25-0 3-bromo-2,4,5-triphenylfuran 
• 102662-06-6 3-chloro-2,4,5-triphenyl-furan 
• 13249-75-7 (Z)-1,2,4-triphenyl-2-butene-1,4-dione 
• 56625-34-4 acetic acid-(triphenyl-[3]furyl ester) 

Relevant academic research and scientific papers

A convenient approach for the synthesis of substituted pyrroles by using phosphoric acid as a catalyst and their photophysical properties

Twenty-three new pyrrole compounds aside from six knowns, including the synthetically challenging tetra- and penta-substituted pyrroles from the corresponding 1,4-dicarbonyl through Paal-Knorr synthesis in the presence of 5% phosphoric acid as the catalyst. Our method is noteworthy for cheap catalyst, uncomplicated experimental setup under air atmosphere, scalability, and excellent yields. The fluorescence of some selected pyrroles was investigated in dilute solution, and we found that all novel pyrroles emit strong blue fluorescences with considerable Stokes shifts.

Photoredox-Enabled Chromium-Catalyzed Alkene Diacylations

Transition-metal-catalyzed cross-coupling reactions are a powerful tool to construct carbon-carbon bonds in modern synthetic chemistry. Chromium catalysis is much less developed compared with the widely used palladium and nickel catalysis. Herein, we repo

Hexafluoroisopropanol as solvent and promotor in the Paal-Knorr synthesis of N-substituted diaryl pyrroles

An additive-free synthesis of challenging N-substituted aryl pyrroles from the often poorly soluble corresponding 1,4-diketones by means of the Paal-Knorr pyrrole synthesis is reported, which makes use of the unique properties of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promotor. Our procedure offers simple execution and purification as well as easy scale-up and can be applied in the Paal-Knorr synthesis of a large number of structurally diverse pyrroles including the synthetically challenging tetra- and penta-substituted pyrroles in moderate to excellent yields. HFIP can also be used as solvent in the Paal-Knorr synthesis of furans and thiophenes; however, the solvent effect is more pronounced in synthesis of pyrroles.

Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned by NiCl2·DME

Herein, we describe a visible light-promoted hydroacylation strategy that facilitates the preparation of ketones from alkenes and 4-acyl-1,4-dihydropyridines via an acyl radical addition and hydrogen atom transfer pathway under photocatalyst-free conditions. The efficiency was highlighted by wide substrate scope, good to high yields, successful scale-up experiments, and expedient preparation of highly functionalized ketone derivatives. In addition, this protocol allows for the synthesis of 1,4-dicarbonyl compounds through alkene diacylation in the presence of NiCl2·DME.

Acyl radicals from α-keto acids using a carbonyl photocatalyst: Photoredox-catalyzed synthesis of ketones

Acyl radicals have been generated from α-keto acids using inexpensive and commercially available 2-chloro-thioxanthen-9-one as the photoredox catalyst under visible light illumination. These reactive species added to olefins or coupled with aryl halides via a bipyridylstabilized Ni(II) catalyst, enabling easy access to a diverse range of ketones. This reliable, atom-economical, and eco-friendly protocol is compatible with a wide range of functional groups.

Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides: Via C-C bond activation

The first successful example of deacylative annulation of 1,3-diones with sulfoxonium ylides was achieved through Ru(ii)-catalyzed C-C bond activation. The excellent chemoselectivity and broad substrate scope render this method a practical and versatile approach for the preparation of (hetero)aryl and alkenyl substituted furans, which are valuable units in many biologically active compounds and functional materials. A preliminary mechanistic study reveals that this process involves a deacylative α-ruthenation to generate key alkyl Ru(ii) intermediates with the release of a benzoic acid fragment.

Fe-Catalyzed Cycloisomerization of Aryl Allenyl Ketones: Access to 3-Arylidene-indan-1-ones

A cycloisomerization of aryl allenyl ketones to 3-arylidene-indan-1-ones using a cationic Fe-complex as a catalyst is reported. The catalyst opens a synthetically interesting reaction pathway to this surprisingly underrepresented class of indanones that are not accessible using alternative catalytic systems.

Catalyst-Dependent Chemoselective Formal Insertion of Diazo Compounds into C?C or C?H Bonds of 1,3-Dicarbonyl Compounds

A catalyst-dependent chemoselective one-carbon insertion of diazo compounds into the C?C or C?H bonds of 1,3-dicarbonyl species is reported. In the presence of silver(I) triflate, diazo insertion into the C(=O)?C bond of the 1,3-dicarbonyl substrate leads

Base-catalysed [3 + 2] cycloaddition of propargylamines and aldehydes to substituted furans

A base-catalysed [3 + 2] cycloaddition reaction of propargylamines and aldehydes for the regiospecific synthesis of substituted furans under metal-free conditions is developed. Propargylamines are used as allenyl anion equivalents and applied in [3 + 2] cycloaddition reactions with aldehydes. Various substituted furans are provided up to 91% yield for 28 examples.

Copper-Catalyzed Regioselective Synthesis of Multisubstituted Furans by Coupling between Ketones and Aromatic Olefins

A regioselective synthesis of multisubstituted furan derivatives has been developed via Cu(II)-catalyzed intermolecular annulation of aryl ketones with a wide range of aromatic olefins under ambient air in good yields. This protocol is applicable to both cyclic and acyclic aryl ketones.