700-91-4

Usage

Uses

Used in Pharmaceutical Synthesis:
5-PHENYL-3,4-DIHYDRO-2H-PYRROLE is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows it to be a building block for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Synthesis:
In the agrochemical industry, 5-PHENYL-3,4-DIHYDRO-2H-PYRROLE is employed as a precursor for the production of various agrochemicals. Its incorporation into these products can enhance their effectiveness in agricultural applications.
Used in Drug Development:
5-PHENYL-3,4-DIHYDRO-2H-PYRROLE has been studied for its potential pharmacological activities, such as its role as a dopamine receptor antagonist. This makes it a promising candidate for the development of drugs targeting neurological disorders and other conditions related to dopamine dysregulation.
Used in Material Science:
Due to its unique structure and reactivity, 5-phenyl-3,4-dihydro-2H-pyrrole has been investigated for its potential use in the development of new materials and functional molecules. Its properties may contribute to the creation of innovative materials with specific applications in various industries.
Overall, 5-PHENYL-3,4-DIHYDRO-2H-PYRROLE is a versatile compound with applications spanning across pharmaceuticals, agrochemicals, drug development, and material science, making it an important component in the advancement of various fields.

InChI:InChI=1/C9H10N2/c1-2-9(11-5-1)8-3-6-10-7-4-8/h3-4,6-7H,1-2,5H2

Upstream product

• 5343-98-6 4-oxo-4-phenylbutanenitrile 
• 5264-35-7 2-methoxy-1-pyrroline 
• 591-51-5 phenyllithium 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 108-86-1 bromobenzene 
• 99075-08-8 1-Hydroxy-2-phenylpyrrolidine 
• 135469-70-4 4-phenyl-3-butyn-1-amine 
• 92014-43-2 1-(2'-methylbenzyl)-2-phenyl-1-pyrrolinium perchlorate 
• 92014-45-4 1-(2'-((trimethylsilyl)methyl)benzyl)-2-phenyl-1-pyrrolinium perchlorate 
• 100-47-0 benzonitrile 
• 95091-93-3 1-(3-bromopropyl)-2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane 
• 69573-41-7 γ-azidobutyrophenone 
• 616-45-5 2-pyrrolidinon 
• 88-12-0 1-ethenyl-2-pyrrolidinone 

Downstream Products

• 24517-60-0 N-(4-oxo-4-phenylbutyl)acetamide 
• 1006-64-0 2-(phenyl)pyrrolidine 
• 83314-43-6 1-methyl-5-phenyl-3,4-dihydro-2H-pyrrolium; iodide 
• 69105-64-2 4-methyl-6-phenyl-1-azabicyclo<4.3.0>non-3-en-2-one 
• 69275-27-0 endo-3-methoxy-4,4-dimethyl-5-phenyl-1-azabicyclo<3.3.0>octan-2-one 
• 69275-27-0 exo-3-methoxy-4,4-dimethyl-5-phenyl-1-azabicyclo<3.3.0>non-3-en-2-one 
• 911796-43-5 2-phenyl-2-(1-methoxy-2-cyclopropylprop-2-yl)pyrrolidine 
• 76778-94-4 5-phenyl-1-aza-3-oxabicyclo<3.3.0>octane 
• 89730-99-4 3-Dicyanomethyl-2-phenyl-pyrrol 
• 89730-97-2 3-Tricyanovinyl-2-phenyl-Δ2-pyrrolin 
• 78744-86-2 2-Phenyl-3-(2'-hydroxybenzyl)-Δ1-pyrrolin 
• 89731-02-2 3-(Cyano-carbethoxy-methyl)-2-phenyl-pyrrol 
• 98055-36-8 1,3,7a-Triphenyl-5,6,7,7a-tetrahydro-pyrrolo<2,1-b>-1,2,4-triazol 
• 69105-67-5 5-phenyl-6-vinyl-1-azabicyclo<3.2.0>heptane 

Relevant academic research and scientific papers

Novel Kumada coupling reaction to access cyclic (2-azaallyl)stannanes. Cycloadditions of cyclic nonstabilized 2-azaallyllithium species derived from cyclic (2-azaallyl)stannanes

A Kumada cross-coupling reaction involving organomagnesium reagents and (3-methylthio-2-azaallyl)stannanes with a Ni(O) catalyst provided cyclic nonstabilized (2-azaallyl)stannanes in moderate to good yields. Primary alkyl, aryl, and allylic organomagnesi

Iron-Catalyzed Ring Expansion of Cyclobutanols for the Synthesis of 1-Pyrrolines by Using MsONH3OTf

The synthesis of 1-pyrrolines from cyclobutanol derivatives and an aminating reagent (MsONH3OTf) has been developed. This one-pot procedure achieves C–N bond/C═N bond formation via ring expansion. A series of 1-pyrroline derivatives are synthes

Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator

Herein we report the first FeII-catalyzed aerobic biomimetic oxidation of amines. This oxidation reaction involves several electron transfer steps and is inspired by biological oxidation in the respiratory chain. The electron transfer from the amine to molecular oxygen is aided by two coupled catalytic redox systems, which lower the energy barrier and improve the selectivity of the oxidation reaction. An iron hydrogen transfer complex was utilized as the substrate-selective dehydrogenation catalyst along with a bifunctional hydroquinone/cobalt Schiff base complex as a hybrid electron transfer mediator. Various primary and secondary amines were oxidized in air to their corresponding aldimines or ketimines in good to excellent yield.

Domino Synthesis of 4-Alkylidene-3,4-dihydro-2H-pyrroles from Homopropargyl Sulfonamides and Aldehydes

Abstract: We describe a domino synthesis of 4-alkylidene-3,4-dihydro-2H-pyrroles from aryl-substituted homopropargyl sulfonamides and aldehydes promoted by cheap and easy-to-handle TsOH ? H2O. The present reactions proceed through cyclocondensation of α-sulfonamidoethyl-α,β-enone intermediates, which are formed by ring-cleavage of 3-acylpyrrolidines corresponding to aza-Prins cyclized intermediates. By controlling the conditions, 3-acylpyrrolidines can be obtained.

Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions

We herein report an efficient and systematic synthesis of 1-pyrrolines from cyclobutyl azides under thermal and neutral conditions. The reaction proceeded without any additional reagents, and nitrogen was generated as the sole by-product. Furthermore, the generated 1-pyrrolines could be continuously transformed into pyrroles, N-Boc-amines, and oxaziridines in an one-pot manner. (Figure presented.).

Development of tethered dual catalysts: synergy between photo- And transition metal catalysts for enhanced catalysis

While dual photocatalysis-transition metal catalysis strategies are extensively reported, the majority of systems feature two separate catalysts, limiting the potential for synergistic interactions between the catalytic centres. In this work we synthesise

Natural heterogeneous catalysis with immobilised oxidase biocatalysts

The generation of immobilised oxidase biocatalysts allowing multifunctional oxidation of valuable chemicals using molecular oxygen is described. Engineered galactose oxidase (GOase) variants M1and M3-5, an engineered choline oxidase (AcCO6) and monoamine oxidase (MAO-N D9) displayed long-term stability and reusability over several weeks when covalently attached on a solid support, outperforming their free counterparts in terms of stability (more than 20 fold), resistance to heat at 60 °C, and tolerance to neat organic solvents such as hexane and toluene. These robust heterogenous oxidation catalysts can be recovered after each reaction and be reused multiple times for the oxidation of different substrates.

Intramolecular Cyclization of Brominated Oxime Ether Promoted with Ytterbium(0) to the Synthesis of Cyclic Imines

The first utility of ytterbium(0) as a mediating-metal in the intramolecular cyclization of brominated oxime ether was reported in this paper. In contrast to the prior methods, the N–O bond was used as a receptor of nucleophilic reagent, rather than as a source of N-centered radicals. Cyclic imines were obtained in this one-pot reaction with a broad scope of substrates and feasible reaction conditions.

Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists

Aminobenzyloxyarylamide derivatives 1a-i and 2a-t were designed and synthesized as novel selective κ opioid receptor (KOR) antagonists. The benzoyl amide moiety of LY2456302 was changed into N-hydroxybenzamide and benzisoxazole-3(2H)-one to investigate whether it could increase the binding affinity or selectivity for KOR. All target compounds were evaluated in radioligand binding assays for opioid receptor binding affinity. These efforts led to the identification of compound 1c (κ Ki = 179.9 nM), which exhibited high affinity for KOR. Moreover, the selectivity of KOR over MOR and DOR increased nearly 2-fold and 7-fold, respectively, compared with (±)LY2456302.

Broad assessment of bioactivity of a collection of spiroindane pyrrolidines through “cell painting”

A collection of small molecules has been synthesized by composing photo-cycloaddition, C–H functionalization, and N-capping strategies. Multidimensional biological fingerprints of molecules comprising this collection have been recorded as changes in cell