64330-46-7

Usage

Uses

Used in Pharmaceutical Industry:
1-Benzyl-1,5-dihydro-pyrrol-2-one serves as an intermediate in the synthesis of a variety of pharmaceuticals, agrochemicals, and fragrance compounds. Its versatile molecular structure allows it to be a key component in the creation of multiple therapeutic agents.
Used in Medicinal Chemistry Research:
1-BENZYL-1,5-DIHYDRO-PYRROL-2-ONE is utilized as a subject of investigation for its potential applications in medicinal chemistry, specifically for its anti-inflammatory and antioxidant properties. These characteristics make it a promising candidate for the development of new drugs to treat a range of diseases and conditions.
Used in Drug Development:
1-Benzyl-1,5-dihydro-pyrrol-2-one is explored for its potential in the development of innovative drugs, capitalizing on its unique chemical structure and biological activities. Its study is crucial for advancing the pharmaceutical industry and potentially leading to breakthroughs in treatment options.

Upstream product

• 143104-64-7 (E)-N-allyl-N-benzylbut-2-enamide 
• 100-52-7 benzaldehyde 
• 4383-22-6 Allylbenzylamine 
• 68003-55-4 benzylidene allylamine 
• 5733-86-8 1-benzyl-5-oxopyrrolidine-3-carboxylic acid 
• 2051-97-0 1-benzyl-1H-pyrrole 
• 41194-02-9 1-benzyl-5-hydroxypyrrolidin-2-one 
• 106-95-6 allyl bromide 
• 2142-06-5 1-(phenylmethyl)-2,5-pyrrolidinedione 
• 107-13-1 acrylonitrile 
• 497-23-4 2-buten-4-olide 
• 75-65-0 tert-butyl alcohol 
• 14369-81-4 ethyl 2,3-butadienoate 
• 2409-87-2 methyl (2E)-penta-2,4-dienoate 

Downstream Products

• 1252613-98-1 1-benzyl-2-((tert-butyldimethylsilyl)oxy)-1H-pyrrole 
• 1314043-42-9 (R)-1-benzyl-5-(1H-indol-1-yl)pyrrolidin-2-one 
• 1314043-49-6 (R)-1-benzyl-5-(2-methyl-1H-indol-1-yl)pyrrolidin-2-one 
• 1314043-69-0 1-benzyl-5-(2-methyl-1H-indol-1-yl)pyrrolidin-2-one 
• 1314043-51-0 (R)-1-benzyl-5-(3-methyl-1H-indol-1-yl)pyrrolidin-2-one 
• 1314043-48-5 (R)-1-benzyl-5-(6-chloro-1H-indol-1-yl)pyrrolidin-2-one 
• 1314043-45-2 (R)-1-benzyl-5-(5-fluoro-1H-indol-1-yl)pyrrolidin-2-one 
• 1314043-46-3 (R)-1-benzyl-5-(5-bromo-1H-indol-1-yl)pyrrolidin-2-one 
• 1314043-47-4 (R)-1-benzyl-5-(4-bromo-1H-indol-1-yl)pyrrolidin-2-one 
• 1314043-68-9 (S)-1-benzyl-5-(1H-pyrrol-2-yl)pyrrolidin-2-one 
• 1314043-44-1 (R)-1-benzyl-5-(5-methoxy-1H-indol-1-yl)pyrrolidin-2-one 

Relevant academic research and scientific papers

Oxidative Cleavage of Indoles Mediated by Urea Hydrogen Peroxide or H2O2 in Polar Solvents

The oxidative cleavage of indoles (Witkop oxidation) involving the use of H2O2 or urea hydrogen peroxide in combination with a polar solvent has been described. Among these solvents, 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) stands out as the one affording the corresponding 2-ketoacetanilides generally in higher yields The protocol described has also enabled the oxidation of different pyrroles and furans derivatives. Furthermore, the procedure was implemented in a larger-scale and HFIP was distilled from the reaction mixture and reused (up to 4 cycles) without a significant detriment in the reaction outcome, which remarks its sustainability and applicability. (Figure presented.).

N -Acyliminium Ion Chemistry: Improving the Access to Unsaturated γ-Lactams and Their N -α-Methoxylated Derivatives: Application to an Expeditive Synthesis of (±)-Crispine A

An improved synthesis of unsaturated γ-lactams by condensation of various primary amines with 2,5-dimethoxy-2,5-dihydrofuran is described. A modified mechanism for this reaction is suggested. Synthesis of their N -α-methoxylated derivatives, as N -acyliminium ion precursors, is also reported. Finally, a short synthesis of (±)-crispine A is presented as an illustrative application.

Synthesis of 5-Substituted 2-Pyrrolidinones by Coupling of Organozinc Reagents with Cyclic N-Acyliminium Ions

A coupling reaction between cyclic N-acyliminium ions with organozinc reagents is described. The cyclic N-acyliminium ions, generated in situ from N-substituted-5-hydroxy-2-pyrrolidinones by treatment with boron trifluoride-diethyl ether complex or titani

Convenient synthesis of α,β-unsaturated γ-butyrolactones and γ-butyrolactams via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams using 1,3-diiodo-5,5-dimethylhydantoin

A convenient synthetic approach to α,β-unsaturated γ-butyrolactones and α,β-unsaturated γ-butyrolactams is developed. The reaction proceeds via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams, employing 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation, followed by dehydroiodination of β-iodo-γ-butyrolactones and γ-butyrolactams providing good yields of α,β-unsaturated γ-butyrolactones and γ-butyrolactams, which are synthetically useful building blocks in organic synthesis.

Bicyclic-Fused Heteroaryl or Aryl Compounds

Compounds, tautomers and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula Ia, as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

Catalytic nucleophilic addition of olefinic C-H bond to α,β-unsaturated-γ-lactams

A novel catalytic nucleophilic addition of olefins to α,β-unsaturated-γ-lactams has been developed with a cyclic N-acyliminium ion as a key intermediate. It provides an efficient approach to 5-alkenyl-2-pyrrolidinones from simple and readily available starting materials and the desired products could be obtained in moderate to good yields (23-85%).

Umpolung of hemiaminals: Titanocene-catalyzed dehydroxylative radical coupling reactions with activated alkenes

Radical measures: A radical coupling reaction, which is proposed to proceed through in situ chlorination of a hydroxy group by Me3SiCl, is used to form quaternary carbon centers with amino groups in α position. The reaction can be scaled up and

SmI2-Mediated intermolecular coupling of γ-lactam N-α-radicals with activated alkenes: Asymmetric synthesis of 11-hydroxylated analogues of the lead compounds CP-734432 and PF-04475270

We report, for the first time, the synthesis of 8-aza-analogues of PGE 2. The SmI2-mediated cross coupling reactions of γ-lactam-hemiaminal 9, lactam 2-pyridyl sulfide 17, and lactam 2-pyridyl sulfone 18 with activated alkenes/alkyne

Synthesis of nitrogen-containing heterocycles via ring-closing ene-ene and ene-yne metathesis reactions: An easy access to 1- and 2-benzazepine scaffolds and five- and six-membered lactams

Novel regioselective ring closing ene-yne metathesis provided an efficient access to different substituted 1-benzazepine scaffolds. The reported synthetic approach could also be used as a powerful tool for the selective formation of a highly functionaliza

A multimetallic piano-stool Ir-Sn3 catalyst for nucleophilic substitution reaction of γ-hydroxy lactams through N -acyliminium ions

A multimetallic piano-stool complex [Cp*Ir(SnCl3) 2{SnCl2(H2O)2}] (1) having Ir-Sn3 motif has been synthesized from [Cp*IrCl 2]2 and SnCl2. The multimetallic complex catalytically promotes the nucleophilic substitution reaction (here after α-amidoalkylation reaction) of γ-hydroxylactams generated from phthalimidals to obtain decorated isoindolinones in excellent yields. Succinamidals, however, lead to the substituted pyrrolidinones (thermodynamic control product) via SN1-type path as well as eliminated pyrrolinones (kinetic control product) via an E1-type path, depending on the reaction parameters. A straightforward application of this methodology is to synthesize benzo-fused indolizidine alkaloid mimics.