32157-71-4

Usage

Uses

Used in Pharmaceutical Research:
(4-bromophenyl)[(2R,3S)-3-phenyloxiran-2-yl]methanone is used as a building block for the development of new drugs due to its unique structure and functional groups. The presence of the bromine atom and the epoxide group may provide specific reactivity that can be exploited in the synthesis of pharmaceutical compounds.
Used in Organic Synthesis:
In the field of organic synthesis, (4-bromophenyl)[(2R,3S)-3-phenyloxiran-2-yl]methanone is used as an intermediate for constructing more complex organic molecules. Its structural features, including the phenyl group and the epoxide, make it a versatile compound for creating a wide range of organic products.
Used in Chemical Applications:
The bromine atom in (4-bromophenyl)[(2R,3S)-3-phenyloxiran-2-yl]methanone may confer specific properties that are of interest in various chemical applications. It can be used as a reagent or a precursor in the development of new materials or processes that require the unique characteristics provided by the bromine substitution.
Used in Research and Development:
(4-bromophenyl)[(2R,3S)-3-phenyloxiran-2-yl]methanone is also utilized in research and development settings to explore its potential applications and properties. Scientists and chemists may use (4-bromophenyl)[(2R,3S)-3-phenyloxiran-2-yl]methanone to study its reactivity, stability, and other characteristics, which could lead to the discovery of new applications or improvements in existing processes.

Upstream product

• 124-38-9 carbon dioxide 
• 100-52-7 benzaldehyde 
• 99-73-0 para-bromophenacyl bromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 100-42-5 styrene 
• 99-90-1 para-bromoacetophenone 
• 72758-69-1 (E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one 
• 2403-27-2 1-(4-bromophenyl)-3-phenyl-2-propen-1-one 

Downstream Products

• 135460-24-1 3-Bromo-1-(4-bromo-phenyl)-2-hydroxy-3-phenyl-propan-1-one 
• 99430-32-7 1-(4-Bromo-phenyl)-3-fluoro-2-hydroxy-3-phenyl-propan-1-one 
• 99430-38-3 1-(4-Bromo-phenyl)-3-chloro-2-hydroxy-3-phenyl-propan-1-one 

Relevant academic research and scientific papers

Organocatalytic Enantioselective γ-Elimination: Applications in the Preparation of Chiral Peroxides and Epoxides

An organocatalyzed enantioselective γ-elimination process has been achieved and applied in the kinetic resolution of peroxides to access chiral peroxides and epoxides. The reaction provided a pathway for the preparation of two useful synthetic and biologically important structural motifs through a single-step reaction. A range of substrates has been resolved with a selectivity factor up to 63. The obtained enantioenriched peroxides and epoxides allowed a series of transformations with retained optical purities.

Application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric reaction

The invention relates to application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric epoxidation reaction of chalcone compounds. According to the application, alpha, beta-unsaturated ketone shown in a formula (1) and tert-butyl hydroperoxide react in the presence of organic alkali under the combined catalytic action of a chiral TADDOL ligand shown in a formula (3) and rare earth metal amide in an anhydrous, oxygen-free and protective atmosphere to obtain the chiral epoxy compound shown in the formula (2) after the reaction is completed, wherein R1 is selected from hydrogen, alkyl, halogen, alkoxy, trifluoromethyl, nitro or cyano, R2 is selected from phenyl, substituted phenyl, naphthyl, furyl or thienyl; R3 and R4 are respectively and independently selected from alkyl, phenyl or R3 and R4 and carbon atoms connected with R3 and R4 form naphthenic base; Ar is phenyl, substituted phenyl, biphenyl or naphthyl; the molecular formula of the rare earth metal amide is RE [N (SiMe3) 2] 3. The method has the advantages of wide substrate application range, high yield and high enantioselectivity.

Highly Enantioselective Epoxidation of α,β-Unsaturated Ketones Using Amide-Based Cinchona Alkaloids as Hybrid Phase-Transfer Catalysts

A series of 20 one chiral epoxides were obtained with excellent yields (up to 99%) and enantioselectivities (up to >99% ee) using hybrid amide-based Cinchona alkaloids. Our method is characterized by low catalyst loading (0.5 mol %) and short reaction times. Moreover, the epoxidation process can be carried out in 10 cycles, without further catalyst addition to the reaction mixture. This methodology significantly enhance the scale of the process using very low catalyst loading.

One approach to cyclic carbonates via a three-component cyclization of phenacyl bromide, CO2, and aldehyde

A three-component cyclization reaction was designed for synthesizing cyclic carbonates in a single operation from phenacyl bromide, CO2, and aldehyde in the presence of lithium diisopropylamide (LDA). These novel reactions were achieved under extremely mild conditions to generate the target products in moderate to good yields within 10 min.

Triphase catalysis in epoxidation of α,β-enones with polymer bound quaternary ammonium salt

A polymer bound quaternary ammonium salt, prepared from DABCO and Merrifield resin, catalyzed an epoxidation of a variety of α,β-enones with aqueous H2O2.

Dioxirane Epoxidation of α,β-Unsaturated Ketones

The synthesis of epoxides 3a-r is achieved in excellent yields by reaction of the α,β-unsaturated ketones 1a-c, 4,4'-disubstituted (E)-chalcones 1d-o, and 2'-hydroxy-4-substituted (E)-chalcones 1p-r with isolated dimethyldioxirane (2a) (as acetone solution) and/or in situ generated ethyl(methyl)dioxirane (2b).This method constitutes a useful alternative to the Weitz-Scheffer epoxidation (alkaline H2O2) of such electron-poor substrates.Key Words: Epoxidation / Dioxiranes / Ketones, α,β-unsatured / (E)-Chalcones / (E)-2'-Hydroxychalcones / 2-Cycloen-1-ones / Caroate