207989-90-0

Usage

Uses

Used in Pharmaceutical Research:
5-(4-Bromophenyl)pyrrolidin-2-one is used as a building block for the development of new drugs, leveraging its structural properties to create novel pharmacologically active compounds.
Used in Organic Synthesis:
In the field of organic synthesis, 5-(4-Bromophenyl)pyrrolidin-2-one is used as a precursor to facilitate the synthesis of a variety of chemical entities, contributing to the advancement of chemical libraries and potential therapeutic agents.
Used in Drug Development:
5-(4-Bromophenyl)pyrrolidin-2-one is employed as a key intermediate in the synthesis of drug candidates, potentially leading to the discovery of new treatments for various diseases and conditions.
Used in Chemical Libraries:
5-(4-Bromophenyl)pyrrolidin-2-one is utilized in the creation and expansion of chemical libraries, which are essential for high-throughput screening and the identification of new lead compounds in drug discovery processes.
Used in Medicinal Chemistry:
5-(4-Bromophenyl)pyrrolidin-2-one is used as a structural component in medicinal chemistry to design and optimize the properties of drug molecules, aiming to improve their efficacy, selectivity, and safety profiles.

Upstream product

• 6340-79-0 4-oxo-4-(4-bromophenyl)butanoic acid 
• 108-86-1 bromobenzene 
• 6628-03-1 4-(4-bromophenyl)-butyryl chloride 
• 35656-89-4 4-(4-bromophenyl)butanoic acid 

Downstream Products

• 207989-92-2 N-t-butoxycarbonyl-γ-4-bromophenyl-γ-butyrolactam 
• 1199802-98-6 5-(4-{4-[(4-chlorophenyl)sulfanyl]-1-ethyl-1H-pyrazol-3-yl}phenyl)pyrrolidin-2-one 
• 1199802-99-7 5-(4-{4-[(4-chlorophenyl)sulfanyl]-1-ethyl-1H-pyrazol-3-yl}phenyl)-1-ethylpyrrolidin-2-one 
• 1004294-99-8 C₁₆H₂₂BNO₃ 

Relevant academic research and scientific papers

Highly Robust Iron Catalyst System for Intramolecular C(sp3)?H Amidation Leading to γ-Lactams

Disclosed here is the use of an iron catalyst system for an intramolecular C?H amidation toward γ-lactam synthesis from dioxazolone precursors. (Phthalocyanine)FeIIICl was found to catalyze this cyclization with extremely high turnover numbers of up to 47 000 under mild and aerobic conditions. On the basis of experimental and computational mechanistic studies, the reaction is suggested to proceed by a stepwise radical pathway involving fast hydrogen atom abstraction followed by radical rebound. A plausible origin for the high turnover numbers along with air-compatibility is also rationalized.

Bcl-2 INHIBITORS

Disclosed herein is a compound of Formula (I) for inhibiting Bcl-2 and treating disease associated with undesirable bcl-2 activity (Bcl-2 related diseases), a method of using the compounds disclosed herein for treating dysregulated apoptotic diseases including cancers and treating autoimmune disease, and a pharmaceutical composition comprising the same.

Synthetic Utility of N-Benzoyloxyamides as an Alternative Precursor of Acylnitrenoids for γ-Lactam Formation

Described herein is the development of a new entry of acylnitrenoid precursors for γ-lactam synthesis via an intramolecular C-H amidation reaction. Upon Ir catalysis, N-benzoyloxyamides serve as efficient substrates to afford 5-membered amides. Mechanistic studies revealed that the generation of a putative Ir-carbonylnitrenoid via N-O bond cleavage is facilitated by the chelation of countercations. This protocol offers a convenient and step-economic route to γ-lactams starting from the corresponding carboxylic acids.

Ruthenium(II)-Catalyzed Enantioselective ?-Lactams Formation by Intramolecular C-H Amidation of 1,4,2-Dioxazol-5-Ones

We report the Ru-Catalyzed enantioselective annulation of 1,4,2-Dioxazol-5-Ones to furnish ?-Lactams in up to 97% yield and 98% ee via intramolecular carbonylnitrene C-H insertion. By employing chiral diphenylethylene diamine (dpen) as ligands bearing electron-Withdrawing arylsulfonyl substituents, the reactions occur with remarkable chemo- A nd enantioselectivities; the competing Curtius-Type rearrangement was largely suppressed. Enantioselective nitrene insertion to allylic/propargylic C-H bonds was also achieved with remarkable tolerance to the Ca?C and Ca‰iC bonds.

Ruthenium(II)-Catalyzed Enantioselective γ-Lactams Formation by Intramolecular C-H Amidation of 1,4,2-Dioxazol-5-ones

We report the Ru-catalyzed enantioselective annulation of 1,4,2-dioxazol-5-ones to furnish γ-lactams in up to 97% yield and 98% ee via intramolecular carbonylnitrene C - H insertion. By employing chiral diphenylethylene diamine (dpen) as ligands bearing electron-withdrawing arylsulfonyl substituents, the reactions occur with remarkable chemo- and enantioselectivities; the competing Curtius-type rearrangement was largely suppressed. Enantioselective nitrene insertion to allylic/propargylic C - H bonds was also achieved with remarkable tolerance to the C=C and C=C bonds.

Harnessing Secondary Coordination Sphere Interactions That Enable the Selective Amidation of Benzylic C-H Bonds

Engineering site-selectivity is highly desirable especially in C-H functionalization reactions. We report a new catalyst platform that is highly selective for the amidation of benzylic C-H bonds controlled by π-πinteractions in the secondary coordination sphere. Mechanistic understanding of the previously developed iridium catalysts that showed poor regioselectivity gave rise to the recognition that the π-cloud of an aromatic fragment on the substrate can act as a formal directing group through an attractive noncovalent interaction with the bidentate ligand of the catalyst. On the basis of this mechanism-driven strategy, we developed a cationic (ν5-C5H5)Ru(II) catalyst with a neutral polypyridyl ligand to obtain record-setting benzylic selectivity in an intramolecular C-H lactamization in the presence of tertiary C-H bonds at the same distance. Experimental and computational techniques were integrated to identify the origin of this unprecedented benzylic selectivity, and robust linear free energy relationship between solvent polarity index and the measured site-selectivity was found to clearly corroborate that the solvophobic effect drives the selectivity. Generality of the reaction scope and applicability toward versatile γ-lactam synthesis were demonstrated.

Selective formation of γ-lactams via C-H amidation enabled by tailored iridium catalysts

Intramolecular insertion of met al nitrenes into carbon-hydrogen bonds to form γ-lactam rings has traditionally been hindered by competing isocyanate formation. We report the application of theory and mechanism studies to optimize a class of pentamethylcyclopentadienyl iridium(III) catalysts for suppression of this competing pathway. Modulation of the stereoelectronic properties of the auxiliary bidentate ligands to be more electron-donating was suggested by density functional theory calculations to lower the C-H insertion barrier favoring the desired reaction. These catalysts transform a wide range of 1,4,2-dioxazol-5-ones, carbonylnitrene precursors easily accessible from carboxylic acids, into the corresponding γ-lactams via sp3 and sp2 C-H amidation with exceptional selectivity. The power of this method was further demonstrated by the successful late-stage functionalization of amino acid derivatives and other bioactive molecules.

2-(2-methylphenyl)-3,4-dihydro-2H-pyrrole derivatives

The invention relates to novel 2-(2-methylphenyl)-3,4-dihydro-2H-pyrrole derivatives of the formula (I) in whichAr represents substituted phenyl,to a plurality of processes for their preparation and to their use as pesticides.

2-(2-chlorophenyl)-3,4-dihydro-2h-pyrrol derivatives

The invention relates to novel 2-(2-chlorophenyl)-3,4-dihydro-2H-pyrrole derivatives of the formula (I) in which Ar represents substituted phenyl, to a plurality of processes for their preparation and to their use as pesticides.

Cyclic imines as pesticides

The invention relates to novel cyclic imines of the formula (I) in which Ar1and Ar2each represent substituted phenyl and n represents 1, to a process for their preparation and to their use as pesticides.