3274-61-1

Usage

Uses

Used in Organic Light-Emitting Diodes (OLEDs):
2,3,5-triphenyl-1H-pyrrole is used as an efficient blue emitter in OLEDs for its potential to enhance the performance and efficiency of these devices. Its incorporation into OLEDs can lead to improved display technologies and lighting solutions.
Used in Organic Photovoltaics (OPVs):
2,3,5-triphenyl-1H-pyrrole is used as a component in OPVs due to its strong absorption in the visible spectrum and good charge transport properties. This makes it a valuable material for improving the efficiency and performance of solar cells, contributing to the development of renewable energy sources.
Used in Electronic and Optoelectronic Devices:
2,3,5-triphenyl-1H-pyrrole is used as a key material in the development of electronic and optoelectronic devices, leveraging its unique chemical structure and properties. Its application in these fields can lead to advancements in technology, such as more efficient and versatile electronic components.

Upstream product

• 98304-68-8 2,4,5-triphenyl-pyrrole-3-carboxylic acid 
• 69498-80-2 (Z)-2,3-diphenyl-2-(2,3-diphenyl-3-oxo-1-propenyl)-2H-azirine 
• 68058-80-0 2,5-Diphenyl-3-diazopyrrole 
• 71-43-2 benzene 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 98-86-2 acetophenone 
• 103896-55-5 N-(1-Phenylvinylimino)triphenylphosphorane 
• 1484-50-0 desyl bromide 
• 23112-19-8 N-((Z)-3-oxo-1,3-diphenylprop-1-en-1-yl)benzamide 
• 5908-41-8 benzoyltrimethylsilane 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 13249-75-7 (Z)-1,2,4-triphenyl-2-butene-1,4-dione 
• 1310823-53-0 (Z)-1,3,4,5-tetraphenylpent-4-en-1-one 
• 20964-95-8 (2Z)-3-(benzylamino)-1,3-diphenyl-prop-2-en-1-one 

Downstream Products

• 111029-14-2 3-nitro-2,4,5-triphenyl-pyrrole 
• 102545-72-2 2,4,5-triphenyl-pyrrole-3-carbaldehyde 
• 13901-77-4 1-methyl-2,3,5-triphenyl-1H-pyrrole 
• 40547-80-6 1-benzoyl-2,3,5-triphenyl-pyrrole 
• 23600-81-9 triphenyl-pyrrol-3-one oxime 
• 1666-86-0 2,4,6-triphenylpyrimidine 
• 30237-78-6 2,4,5-triphenyl-1,3-oxazin-6-one 
• 859209-08-8 1-(2,3,5-triphenyl-1H-pyrrol-1-yl)ethanone 
• 53645-26-4 2,4,5,2',4',5'-Hexaphenyl-1H,1'H-[3,3']bipyrrolyl 
• 55-21-0 benzamide 
• 1148626-40-7 2,3,5-triphenyl-1-vinyl-1H-pyrrole 
• 3263-79-4 2,3,4,5-tetraphenyl-1H-pyrrole 
• 28172-27-2 3,3,5-triphenyl-2,3-dihydro-1H-2-pyrrolone 
• 1005515-93-4 N-(tert-butoxycarbonyl)-2,3,5-triphenylpyrrole 

Relevant academic research and scientific papers

Visible Light-Induced, Metal-Free Denitrative [3+2] Cycloaddition for Trisubstituted Pyrrole Synthesis

A metal-free, regioselective synthesis of trisubstituted pyrroles has been developed through a formal [3+2] cycloaddition reaction between 2H-azirines and nitroalkenes under visible light/photoredox-catalyzed conditions. The reaction proceeds through 2H-a

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

Regioselective competitive synthesis of 3,5-bis(het) aryl pyrrole-2-carboxylates/carbonitriles vs. β-enaminones from β-thioxoketones

An easily adaptable protocol for the synthesis of 3,5-bis(het)aryl-2-carboxylate/nitrile pyrroles and the related 2,3,5-tri(het)aryl-pyrroles with complementary regioselectivity from the corresponding 1,3-bis(het)aryl-1,3-monothio diketones or β-enaminone precursors has been reported. Initially, regioselective base catalyzed condensation of glycine ethyl/methyl esters or aminoacetonitrile with 1,3-bis(het)aryl-1,3-monothio diketones give β-enaminones, which then in-situ undergoes cyclization to form 3,5-bis(het)aryl-2-carboxylate/nitrile pyrroles. The synthesis of 2,3,5 tri substituted pyrroles with full control over 3rd & 5th position on pyrrole ring is the noteworthy feature of this protocol. Although the product yields are moderate to good, the method offers a facile regioselective entry to 2,3,5 trisubstituted pyrroles without the aid of transition metal.

One-Pot Synthesis of N-H-Free Pyrroles from Aldehydes and Alkynes

The first base-mediated intermolecular cyclization of arylaldehydes and terminal arylacetylenes for the synthesis of a wide range of pyrroles in a single step has been described. The developed methodology used commercially available starting materials and

One-pot synthesis of 2,3,5-substituted 1H-pyrroles via the reaction of terminal acetylenes with nitriles and EtAlCl2 catalyzed by Сp2TiCl2

A new one pot method for the synthesis of 2,3,5-substituted 1H-pyrroles in moderate to good yields (58–77%) based on multicomponent reaction of terminal acetylenes with nitriles and EtAlCl2 in the presence of Сp2TiCl2 cata

Synthesis of 2,2,5-Trisubstituted 2 H-Pyrroles and 2,3,5-Trisubstituted 1 H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation

Palladium-catalyzed site-selective dearomative C2-arylation of 2,5-diaryl-1H-pyrroles with aryl chlorides was accomplished, and a series of 2,2,5-triaryl-2H-pyrroles were synthesized. In addition, the site selectivity of the reaction was switched by simply changing the ligand, and the direct C3-arylated 2,3,5-triaryl-1H-pyrroles were prepared. The obtained 2,2,5-triaryl-2H-pyrroles could be further transformed into 2,2,5,5-tetraarylpyrrolidines.

General Transition Metal-Free Synthesis of NH-Pyrroles from Secondary Alcohols and 2-Aminoalcohols

A novel, transition metal-free and one-pot methodology to synthesize various substituted NH-pyrroles from readily available building blocks such as secondary alcohols and 2-aminoalcohols is described. The process is based on the venerable Oppenauer-Woodward oxidation, which uses benzophenone as an inexpensive reagent to achieve oxidation of secondary alcohols under mild condition to ketones, further in situ condensation with aminoalcohol, and oxidative cyclization to the target pyrrole ring. The reaction occurs under basic conditions, and features a broad substrate scope combined with very good tolerance for sensitive functional groups. This method can be used to synthesize various substituted pyrroles useful as a starting material for broad applications.

Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1 H-Pyrroles

An efficient and base-mediated intramolecular cyclization of N-propargylamines for the synthesis of structurally diversified pyrroles in high yield has been described. The developed methodology is broadly applicable and is tolerated by a variety of functional groups. Key intermediates of natural product discoipyrrole C as well as HMG-CoA-reductase inhibitor have been successfully synthesized using developed chemistry. The proposed mechanism was supported by control experiments.

Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1 H-Pyrroles

An efficient and base-mediated intramolecular cyclization of N-propargylamines for the synthesis of structurally diversified pyrroles in high yield has been described. The developed methodology is broadly applicable and is tolerated by a variety of functional groups. Key intermediates of natural product discoipyrrole C as well as HMG-CoA-reductase inhibitor have been successfully synthesized using developed chemistry. The proposed mechanism was supported by control experiments.

Iron-Catalyzed Radical Cycloaddition of 2H-Azirines and Enamides for the Synthesis of Pyrroles

A novel and efficient Fe-catalyzed radical cycloaddition of 2H-azirines and enamides for the synthesis of substituted pyrroles has been developed. The radical cycloaddition reaction proceeded through a conceptually new Fe(II)-catalyzed homolytic cleavage of C-N bond of 2H-azirines sequential radical cyclization with enamides. The reaction used readily available starting materials, tolerated various functional groups, and afforded valuable triaryl-substituted pyrroles in good to high yields under mild reaction conditions.