22106-37-2

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Pyrrol-1-yl-phenyl)-ethanone is used as a key component in the production of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic benefits.
Used in Organic Synthesis:
PPE is utilized as a reagent in organic synthesis, where it plays a crucial role in the formation of complex organic molecules, enhancing the diversity of chemical compounds available for research and applications.
Used in Research for Biological Activities:
1-(4-Pyrrol-1-yl-phenyl)-ethanone is used as a subject of study in research for its anti-inflammatory and neuroprotective properties, which may lead to the discovery of new treatments for inflammatory conditions and neurodegenerative diseases.
Used as a Building Block in Synthesis:
In the field of organic chemistry, PPE is used as a building block for the synthesis of other organic compounds, contributing to the creation of novel chemical entities with potential applications in various industries.

InChI:InChI=1/C12H11NO/c1-10(14)11-4-6-12(7-5-11)13-8-2-3-9-13/h2-9H,1H3

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 99-92-3 p-aminobenzophenone 
• 109-97-7 pyrrole 
• 99-91-2 para-chloroacetophenone 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 13329-40-3 4-Iodoacetophenone 
• 99-90-1 para-bromoacetophenone 
• 100-19-6 (4-nitrophenyl)ethanone 
• 1019620-60-0 1-(4-(diallylamino)phenyl)ethane-1-one 
• 60259-40-7 C₁₂H₁₃NO 
• 6117-80-2 1,4-butenediol 

Downstream Products

• 1050196-63-8 (E)-3-(4-Chloro-phenyl)-1-(4-pyrrol-1-yl-phenyl)-propenone 
• 170939-77-2 (4-Phenyl-1H-pyrrol-3-yl)-(4-pyrrol-1-yl-phenyl)-methanone 
• 170939-82-9 (4-Phenyl-1H-pyrrol-3-yl)-(4-pyrrol-1-yl-phenyl)-methanol 
• 170939-78-3 [4-(2-Chloro-phenyl)-1H-pyrrol-3-yl]-(4-pyrrol-1-yl-phenyl)-methanone 
• 170939-79-4 [4-(4-Chloro-phenyl)-1H-pyrrol-3-yl]-(4-pyrrol-1-yl-phenyl)-methanone 
• 170939-84-1 [4-(4-Chloro-phenyl)-1H-pyrrol-3-yl]-(4-pyrrol-1-yl-phenyl)-methanol 
• 170939-83-0 [4-(2-Chloro-phenyl)-1H-pyrrol-3-yl]-(4-pyrrol-1-yl-phenyl)-methanol 
• 170939-81-8 [4-(3,4-Dichloro-phenyl)-1H-pyrrol-3-yl]-(4-pyrrol-1-yl-phenyl)-methanone 
• 170939-80-7 [4-(2,4-Dichloro-phenyl)-1H-pyrrol-3-yl]-(4-pyrrol-1-yl-phenyl)-methanone 
• 170939-85-2 [4-(2,4-Dichloro-phenyl)-1H-pyrrol-3-yl]-(4-pyrrol-1-yl-phenyl)-methanol 
• 170939-86-3 [4-(3,4-Dichloro-phenyl)-1H-pyrrol-3-yl]-(4-pyrrol-1-yl-phenyl)-methanol 
• 1251919-93-3 1-[4-(pyrrol-1-yl)phenyl]-3-(pyrrol-2-yl)prop-2-en-1-one 

Relevant academic research and scientific papers

A solvent-free manganese(II) -catalyzed Clauson-Kaas protocol for the synthesis of N-aryl pyrroles under microwave irradiation

The first manganese-catalyzed modified Clauson-Kaas reaction for N-substituted pyrrole synthesis using 2,5-dimethoxytetrahydrofuran with variously substituted aromatic amines has been developed (up to 89% yield). This interesting neat strategy is free from additives including co-catalysts, ligands, and acids. Relatively low cost, environmentally benign, and handy Mn(NO3)2·4H2O is employed as the catalyst under microwave conditions with a very short reaction time (20?min). The above qualities attest to the green nature of this reaction.

Utilization of caffeine carbon supported cobalt catalyst in the tandem synthesis of pyrroles from nitroarenes and alkenyl diols

Employing bio-waste caffeine carbon-supported heterogeneous cobalt catalyst, synthesis of various substituted pyrrole derivatives is reported. In this methodology, pyrroles were synthesized through coupling between nitroarenes and alkenyl diols in a tandem manner. Among all the heterogeneous catalysts Co(OAc)2-CC-800 displayed the highest catalytic activity. Preparative scale synthesis of pyrroles and synthesis of anti-tubercular agent 5-(4-(1H-pyrrol-1-yl)phenyl)-1,3,4-oxadiazole-2-thiol revealed the practical applicability of this protocol. Several kinetic experiments and Hammett studies were conducted to understand the probable mechanism and electronic effects on this transformation.

Ligand and Cu freeN-arylation of indoles, pyrroles and benzylamines with aryl halides catalyzed by a Pd nanocatalyst

Herein, theN-arylation of aromatic heterocycles like indoles and pyrroles is reported by a Pd nanocatalyst under ligand- and Cu-free conditions. The reaction conditions tolerate several functional groups and work very efficiently for aryl iodides and bromides. Aryl chlorides are also successful as the coupling partners albeit with lower yields. The methodology is also applicable for theN-arylation of aliphatic primary amines as demonstrated by the reactions of benzylamine with several aryl iodides as well as bromides. The recyclable Pd nanocatalyst catalyzes the reaction by a heterogeneous mechanism, which has been demonstrated by several techniques including the three phase test and thein situICP-MS analysis of the reaction mixture.

Cascade Synthesis of Pyrroles from Nitroarenes with Benign Reductants Using a Heterogeneous Cobalt Catalyst

A bifunctional 3d-metal catalyst for the cascade synthesis of diverse pyrroles from nitroarenes is presented. The optimal catalytic system Co/NGr-C@SiO2-L is obtained by pyrolysis of a cobalt-impregnated composite followed by subsequent selective leaching. In the presence of this material, (transfer) hydrogenation of easily available nitroarenes and subsequent Paal–Knorr/Clauson-Kass condensation provides >40 pyrroles in good to high yields using dihydrogen, formic acid, or a CO/H2O mixture (WGSR conditions) as reductant. In addition to the favorable step economy, this straightforward domino process does not require any solvents or external co-catalysts. The general synthetic utility of this methodology was demonstrated on a variety of functionalized substrates including the preparation of biologically active and pharmaceutically relevant compounds, for example, (+)-Isamoltane.

Ni-Catalyzed β-Alkylation of Cyclopropanol-Derived Homoenolates

Metal homoenolates are valuable synthetic intermediates which provide access to β-functionalized ketones. In this report, we disclose a Ni-catalyzed β-alkylation reaction of cyclopropanol-derived homoenolates using redox-active N-hydroxyphthalimide (NHPI) esters as the alkylating reagents. The reaction is compatible with 1°, 2°, and 3° NHPI esters. Mechanistic studies imply radical activation of the NHPI ester and 2e β-carbon elimination occurring on the cyclopropanol.

Copper(I)-USY as a Ligand-Free and Recyclable Catalyst for Ullmann-Type O-, N-, S-, and C-Arylation Reactions: Scope and Application to Total Synthesis

The copper(I)-doped zeolite CuI-USY proved to be a versatile, efficient, and recyclable catalyst for various Ullmann-type coupling reactions. Easy to prepare and cheap, this catalytic material enables the arylation and heteroarylation of diverse O-, N-, S-, and C-nucleophiles under ligand-free conditions while exhibiting large functional group compatibility. The facility of this catalyst to promote C-O bond formation was further demonstrated with the total synthesis of 3-methylobovatol, a naturally occurring diaryl ether of biological relevance. From a mechanistic viewpoint, two competitive pathways depending on the nature of the nucleophile and consistent with the obtained results have been proposed.

Pyrrolyl pyrazoline carbaldehydes as Enoyl-ACP reductase inhibitors: Design, synthesis and antitubercular activity

Introduction: In efforts to develop new antitubercular (anti-TB) compounds, herein we describe cytotoxic evaluation of 15 newly synthesized pyrrolyl pyrazoline carbaldehydes. Method & Materials: Surflex-Docking method was used to study binding modes of th

Synthesis of new pyrazolyl pyrrole derivatives as antitubercular agents

A series of pyrrole-containing biheterocyclic derivatives was synthesized, using substituted chalacone derivatives (4a-q) as a precursor, which were prepared by the reaction of substituted benzaldehyde (1a-q) with 4-(1H-pyrrol-1-yl)-acetophenone (2) in 40

Synthesis, antimycobacterial screening and ligand-based molecular docking studies on novel pyrrole derivatives bearing pyrazoline, isoxazole and phenyl thiourea moieties

We report here the synthesis, antibacterial and antitubercular evaluation of 61 novel pyrrolyl derivatives bearing pyrazoline, isoxazole and phenyl thiourea moieties. Molecular docking was carried out on enoyl ACP reductase from Mycobacterium tuberculsosi

An efficient heterogeneous catalytic method for the N-arylation of pyrrole and other N-heterocycles

Abstract 4 ? molecular sieve modified with copper(0) or copper(II) is an efficient heterogeneous catalyst for the arylation of pyrrole and some other heterocycles with iodo- or bromoarenes, Cs2CO3 base and pyrrole (or DMF) solvent. The catalysts can be easily prepared and are reusable.