366-78-9

Usage

Uses

Used in Organic Synthesis:
2-(4-fluorophenyl)-2-oxoethyl acetate is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the formation of complex organic molecules.
Used in Chemical Research:
In the field of chemical research, 2-(4-fluorophenyl)-2-oxoethyl acetate serves as an intermediate, aiding in the development and understanding of new chemical compounds and processes.
Used in Pharmaceutical Industry:
2-(4-fluorophenyl)-2-oxoethyl acetate is used as a building block in the synthesis of pharmaceutical compounds, potentially contributing to the development of new drugs.
Used in Flavor and Fragrance Industry:
Due to its fruity odor, 2-(4-fluorophenyl)-2-oxoethyl acetate is used as a component in the creation of fragrances and flavors for various consumer products.
Used in Solvent Applications:
Given its high solubility in organic solvents, 2-(4-fluorophenyl)-2-oxoethyl acetate is utilized in applications where a solvent with specific properties is required, such as in the dissolution of certain compounds for analytical or preparative purposes.

InChI:InChI=1/C10H9FO3/c1-7(12)14-6-10(13)8-2-4-9(11)5-3-8/h2-5H,6H2,1H3

Upstream product

• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 582-65-0 1-(4-fluorophenyl)-4,4,4-trifluoro-1,3-butanedione 
• 127-08-2 potassium acetate 
• 159957-00-3 1-(2,2-dibromovinyl)-4-fluorobenzene 
• 57508-48-2 carbethoxyacetamidine hydrochloride 
• 403-29-2 2-bromo-4'-fluoroacetophenone 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 75-75-2 methanesulfonic acid 
• 706-06-9 3-(4-flurophenyl)prop-2-ynoic acid 
• 177750-13-9 N-(1-(4-fluorophenyl)vinyl)acetamide 
• 456-04-2 2-Chloro-4'-fluoroacetophenone 

Downstream Products

• 136008-00-9 2-(4-fluorophenyl)-3-hydroxyquinoline-4-carboxylic acid 
• 1202852-65-0 2-(4-fluorophenyl)but-3-ene-1,2-diol 
• 935534-38-6 2-((tert-butyldimethylsilyl)oxy)-1-(4-fluorophenyl)ethanone 
• 1266549-11-4 (4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one 
• 1266549-14-7 [4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate 
• 1266548-94-0 (3R,4S)-3-[(Z)-4-acetoxy-3-(4-fluorophenyl)-but-2-enyl]-4-(4-benzoyloxyphenyl)-1-( 4-fluorophenyl)azetidin-2-one 
• 1266548-97-3 ethyl (Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl) but-2-enoate 
• 1266548-98-4 ethyl (E)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl) but-2-enoate 
• 1266548-99-5 (Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-en-1-ol 
• 1266549-01-2 tert-butyl-[(Z)-4-chloro-2-(4-fluorophenyl)but-2-enoxy]-dimethyl-silane 
• 1266549-03-4 dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate 
• 1266549-05-6 (Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)-2-methoxycarbonyl-hex-4-enoic acid 
• 1266549-07-8 methyl (Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoate 
• 1266549-09-0 (Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoic acid 

Relevant academic research and scientific papers

Decarboxylative Oxyacyloxylation of Propiolic Acids: Construction of Alkynyl-Containing α-Acyloxy Ketones

Novel decarboxylative oxyacyloxylation of propiolic acids has been developed. This reaction provides an efficient access to alkynyl-containing α-acyloxy ketones from readily available starting materials and exhibits significant functional group tolerance. Furthermore, oxyacyloxylation of terminal alkynes and aliphatic propiolic acids was also developed. A possible reaction mechanism is proposed based on mechanistic studies.

Sulfur-mediated difunctionalization of internal and terminal alkynes for the synthesis of α-acetoxy ketones

The sulfur-mediated difunctionalization of alkynes is reported to give α-acetoxy ketones in a one-pot operation under mild conditions with 19–92% yield. By using wet potassium acetate as both the aqueous base and nucleophilic reagent, both terminal alkynes and internal alkynes could be converted into the α-acetoxy ketone products.

PhI(OAc)2-promoted umpolung acetoxylation of enamides for the synthesis of α-acetoxy ketones

Umpolung is a fundamental concept in organic chemistry, which provides an alternative strategy for the synthesis of target compounds which were not easily accessible by conventional methods. Herein, a mild and efficient PhI(OAc)2-promoted umpolung acetoxylation reactions of enamides was developed for the synthesis of α-acetoxy ketones. The reaction tolerates a wide range of functional groups and affords α-acetoxy ketones in good to excellent yields. PhI(OAc)2 serves as a source of acetoxy in the reaction.

Novel and efficient transformation of enamides into α-acyloxy ketones via an acyl intramolecular migration process

Hydrogen peroxide and anhydride mediated transformation of enamides to afford substituted α-acyloxy ketones is described. This transition-metal-free cascade reaction has a broad substrate scope and high efficiency. The acyl intramolecular migration procedure successfully achieved this acyloxylation process under mild conditions and increased the atom efficiency.

Iron-Catalyzed Dioxygenation of Alkenes and Terminal Alkynes by using (Diacetoxyiodo)benzene as Oxidant

An iron-catalyzed syn-diacetoxylation of alkenes and 1,2-oxyacetoxylation of terminal alkynes has been developed using (diacetoxyiodo)benzene as oxidant. A broad range of internal and terminal alkenes, including electron-rich as well as electron-deficient alkenes, gave the desired products in good to excellent yields with high diastereoselectivity (up to >99:1 dr). In addition the high catalytic activity of iron catalysis for the 1,2-oxyacetoxylation of terminal alkynes is also reported. The roles of catalyst, oxidant and other reaction parameters were evaluated for activation of the unsaturated bond.

Straightforward and highly efficient synthesis of α-acetoxy ketones through gold-catalyzed intermolecular oxidation of terminal alkynes

A variety of terminal alkynes were efficiently converted into the corresponding α-acetoxy ketones through gold-catalyzed intermolecular oxidation in the presence of 8-methylquinoline 1-oxide as the oxidant. The reaction probably proceeds through an α-oxo gold carbene intermolecular O-H insertion.

Silver(I)-catalyzed reaction of terminal alkynes with (diacetoxyiodo) benzene: A convenient, efficient and clean preparation of α-acetoxy ketones

Silver(I)-catalyzed reaction of terminal alkynes with (diacetoxyiodo) benzene in wet acetonitrile at room temperature afforded the corresponding α-acetoxy ketones in 55-93% yields. The salient features of this reaction are the effective utilization of PhI

Activity of 6-aryl-pyrrolo[2,3-d]pyrimidine-4-amines to Tetrahymena

A series 6-aryl-pyrrolo[2,3-d]pyrimidine-4-amines (43 compounds), some of which are epidermal growth factor tyrosine kinase inhibitors, were tested for their protozoal toxicity using an environmental Tetrahymena strain as model organism. The protozoacidal activity of the analogues was found to be highly dependent on a 4-hydroxyl group at the 6-aryl ring, and a chiral 1-phenylethanamine substituent in position 4. Further, the potency was affected by the aromatic substitution pattern of the phenylethanamine: the unsubstituted, the meta-fluoro and the para-bromo substituted derivatives had the lowest minimum protozoacidal concentrations (8-16 μg/mL). Surprisingly, both enantiomers were found to have high potency suggesting that this compound class could have several modes of action. No correlation was found between the compounds protozoacidal activity and the in vitro epidermal growth factor receptor tyrosine kinase inhibitory potency. This suggests that the observed antimicrobial effects are related to other targets. Testing towards a panel of kinases indicated several alternative modes of action.

AZETIDINONE COMPOUNDS AND MEDICAL USE THEREOF

Preparation of azetidinone compounds and medical use thereof are provided by the present invention. More particularly, azetidionne compounds, shown as formula (I), wherein R1, R2, R3, R4, R5and R

Synthesis of α-hydroxyacetophenones

A general method for the preparation of α-hydroxyacetophenones is presented. Functionalized arylmagnesium species are transmetalated to the corresponding arylzinc intermediates, which undergo Cu(I)-catalyzed reaction with acetoxyacetyl chloride. Acidic hy