6969-02-4

Usage

Uses

Used in Organic Synthesis:
[3-(4-methoxyphenyl)oxiran-2-yl](phenyl)methanone serves as an important intermediate in organic synthesis, particularly for the creation of complex molecular structures. Its unique arrangement of functional groups allows for a range of chemical reactions, making it a valuable component in the synthesis of various organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, [3-(4-methoxyphenyl)oxiran-2-yl](phenyl)methanone is utilized as a key building block for the development of novel drugs. [3-(4-methoxyphenyl)oxiran-2-yl](phenyl)methanone's functional groups can be manipulated to create new molecules with potential therapeutic properties, contributing to the advancement of medical treatments for various diseases and conditions.
Used in Chemical Research:
[3-(4-methoxyphenyl)oxiran-2-yl](phenyl)methanone also plays a significant role in chemical research, where it can be employed to study the reactivity and behavior of different functional groups. Understanding these properties can lead to the discovery of new chemical reactions and the development of innovative materials and compounds.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 70-11-1 α-bromoacetophenone 
• 22252-15-9 trans-4-methoxychalcone 
• 98-86-2 acetophenone 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 532-27-4 1-chloroacetophenone 
• 637-69-4 4-Methoxystyrene 
• 100-52-7 benzaldehyde 

Downstream Products

• 33951-39-2 3-(4-methoxyphenyl)-2-phenyl-2-hydroxypropanoic 
• 6343-94-8 5-(4-methoxybenzyl)-5-phenylimidazolidine-2,4-dione 
• 60595-14-4 N-phenacyltrimethylammonium chloride 
• 22174-47-6 2-hydroxy-3-(4-methoxy-phenyl)-3-morpholin-4-yl-1-phenyl-propan-1-one 
• 79480-21-0 1-[5-(4-Methoxy-phenyl)-3-phenyl-pyrazol-1-yl]-phthalazine 
• 132178-17-7 3-hydroxy-3-(4-methoxyphenyl)-1-phenylpropane-1-one 
• 371961-34-1 2-hydroxy-3-methoxy-3-(4-methoxy-phenyl)-1-phenyl-propan-1-one 
• 851729-18-5 3-phenyl-5-(4-methoxyphenyl)-4-hydroxy-4,5-dihydro-1H-pyrazole 
• 85591-54-4 2-tert-butylsulfanyl-1-phenylethanone 
• 16222-10-9 1-phenyl-2-(phenylthio)ethanone 
• 1307830-66-5 5-(4-methoxybenzyl)-5-phenyl-2-thioxoimidazolidin-4-one 
• 71344-43-9 (1-(4-methoxyphenyl)naphtho[2,1-b]furan-2-yl)(phenyl)methanone 
• 1398119-43-1 (8-methoxy-1-(4-methoxyphenyl)naphtho[2,1-b]-furan-2-yl)(phenyl)methanone 
• 1398119-42-0 (7-bromo-1-(4-methoxyphenyl)naphtho[2,1-b]-furan-2-yl)(phenyl)methanone 

Relevant academic research and scientific papers

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.

Visible-Light-Driven Epoxyacylation and Hydroacylation of Olefins Using Methylene Blue/Persulfate System in Water

A visible-light-driven strategy for hydroacylation and epoxyacylation of olefins in water using methylene blue as photoredox catalyst and persulfate as oxidant is reported. In this unprecedented unified approach, two different transformations are accomplished using only one set of reagents. The method has a broad scope spanning a range of aromatic and aliphatic aldehydes as well as conjugated and nonconjugated olefins to deliver ketones and epoxyketones from abundant and inexpensive chemical feedstocks.

Facile epoxidation of α, β-unsaturated ketones with urea-2,2-dihydroperoxypropane as a new oxidant

Abstract: Various aromatic α, β-unsaturated ketones were successfully transformed into their corresponding epoxides using urea-2,2-dihydroperoxypropane as the oxygen source for the first time. The reactions were carried out under mild alkaline conditions at room temperature in high yields and short reaction times. Graphical Abstract: [Figure not available: see fulltext.]

Metal-Free and Efficient Epoxidation of α,β-Unsaturated Ketones with 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane as a Powerful Solid Oxidant

1,1,2,2-Tetrahydroperoxy-1,2-diphenylethane was used for the efficient and metal-free epoxidation of various α,β-unsaturated ketones, carried out under mild alkaline conditions at room temperature.

A highly enantioselective asymmetric Darzens reaction catalysed by proline based efficient organocatalysts for the synthesis of di- and tri-substituted epoxides

A new class of easily available and readily tunable proline based chiral organocatalysts was found to efficiently catalyse an unprecedented highly enantioselective asymmetric Darzens reaction of α-chloroketones and substituted α-chloroketones with various

Electrochemically induced ring-opening/friedel-crafts arylation of chalcone epoxides catalyzed by a triarylimidazole redox mediator

The indirect anodic oxidation of chalcone epoxides in the presence of electron-rich heteroarenes mediated by a triarylimidazole (Med) was investigated by cyclic voltammetry (CV) and controlled potential electrolysis. The CV results indicate that a homogeneous electron transfer between Med?+ and chalcone epoxides is facilitated by an electron-rich heteroarene that serves as an arylation reagent. The preparative scale electrolysis generated epoxide-ring-opened/Friedel-Crafts arylation products in moderate to good yields. The fact that only a catalytic amount of charge was required suggests that Med?+ initiates a chain reaction. In addition, overoxidation of the products is avoided even though their oxidation potential is less than that of the starting chalcone epoxides.

Copper(II)triflate promoted highly chemoselective rearrangement of chalcone epoxides to β-keto aldehydes

Highly chemoselective rearrangement of chalcone epoxides to β-keto aldehydes using catalytic amount of Cu(OTf)2 (1 mol%) is presented. Copper(II)triflate is a relatively cheap, inexpensive and commercially available catalyst. In this rearrangement selective migration of the acyl group takes place. The presence of an electron donating group on either of the phenyl rings favors the reaction. However, the presence of an electron withdrawing CN group leads to the corresponding β-keto aldehyde, along with an aryl ketone which is obtained through deformylation of the primary product.

Metal-free, one-pot, sequential protocol for transforming ,-epoxy ketones to -hydroxy ketones and -methylene ketones

A new sequential, one-pot protocol for transforming 1,3-disubstituted 2,3-epoxy ketones to β;-hydroxy ketones and α-methylene ketones has been developed. Reaction of epoxy ketones with boron trifluoride etherate (BF3·OEt2) generates the cationic intermediates by regioselective epoxide ring opening and an acyl shift. Then, a treatment of these cations with 2-aryl-1,3-dimethylbenzimidazolines (DMBIH) results in formation of 1,2-disubstituted 3-hydroxy ketones. DMBIH serves as a hydride donor in the second step of this process. Finally, the β;-hydroxy ketones can be converted to 1,2-disubstituted 2-methylene ketones by treatment with methanesulfonic acid or a combination of methanesulfonyl chloride and triethylamine. Importantly, the sequential steps involved in formation of the α-methylene ketone products can be carried out in one pot.

Visible-Light-Promoted Photoredox Syntheses of α,β-Epoxy Ketones from Styrenes and Benzaldehydes under Alkaline Conditions

A range of styrenes and benzaldehydes were smoothly combined to form α,β-epoxy ketones under the synergistic actions of photocatalyst Ru(bpy)3Cl2, tert-butyl hydroperoxide (t-BuOOH), cesium carbonate (Cs2CO3), and visible light irradiation. The process likely proceeds through visible-light-enabled photocatalytic generations of acyl radicals as key intermediates.

One-pot synthesis of chalcone epoxides - A green chemistry strategy

Waste minimization is a very important aspect of an environmentally benign protocol. A one-pot consecutive process has been developed for chalcone epoxide synthesis that allows compounds to be prepared without having to isolate and purify the intermediates. The strategy utilizes consecutive Claisen Schmidt condensation and epoxidation reactions to prepare chalcone epoxides from substituted benzaldehydes and acetophenones in good yields.