75755-52-1

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 105-39-5 chloroacetic acid ethyl ester 
• 25709-55-1 1-<(ethoxycarbonyl)methyl>tetrahydrothiophenium bromide 
• 105-36-2 ethyl bromoacetate 
• 118171-52-1 ethyl 2-chloro-3-(4-chlorophenyl)-3-hydroxypropionate 
• 21911-74-0 (methyl-phenyl-amino)-acetic acid ethyl ester 
• 24393-52-0 ethyl (E)-3-(4-chlorophenyl)prop-2-enoate 
• 74087-85-7 3,3-dimethyldioxirane 
• 6048-06-2 ethyl-p-chlorocinnamate 

Downstream Products

• 27068-90-2 2-(4-chloro-phenyl)-3-hydroxy-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 1629011-19-3 (Z)-2-(4-chlorobenzylidene)-6-methyl-2H-imidazo[1,2-a]pyridin-3-one 
• 1629011-21-7 (Z)-6-bromo-2-(4-chlorobenzylidene)-2H-imidazo[1,2-a]pyridin-3-one 
• 85174-84-1 trans-4-(4-Chlorphenyl)-2-oxooxazolidin-5-carbonsaeure-ethylester 
• 85174-84-1 cis-4-(4-Chlorphenyl)-2-oxooxazolidin-5-carbonsaeure-ethylester 
• 85174-82-9 trans-5-(4-Chlorphenyl)-2-oxooxazolidin-4-carbonsaeure-ethylester 
• 85174-82-9 cis-5-(4-Chlorphenyl)-2-oxooxazolidin-4-carbonsaeure-ethylester 
• 30252-93-8 3-(2-amino-4-chloro-phenylsulfanyl)-3-(4-chloro-phenyl)-2-hydroxy-propionic acid 
• 69768-90-7 7-chloro-2-(4-chloro-phenyl)-3-hydroxy-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 83769-36-2 3-(4-Chloro-phenyl)-3-fluoro-2-oxo-propionic acid ethyl ester 
• 30193-54-5 3-(2-Amino-4-chloro-phenylsulfanyl)-3-(4-chloro-phenyl)-2-hydroxy-propionic acid ethyl ester 
• 79963-76-1 3-(4-Chloro-phenyl)-3-fluoro-2-hydroxy-propionic acid ethyl ester 
• 98995-10-9 2-amino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid amide 

Relevant academic research and scientific papers

Facile construction of three-membered rings via benzyne-promoted Darzens-type reaction of tertiary amines

A range of tertiary amines having electron-withdrawing groups were activated in situ by benzyne, generated from 2-(trimethylsilyl)phenyl triflate and a fluoride source, and participated in the Darzens-type reaction with carbonyl compounds, imines, and vinyl ketones to afford structurally diverse epoxides, aziridines, and cyclopropanes, respectively, in moderate to excellent yields with high trans-selectivity. The reaction involves in situ formation of unstrained ammonium ylides from tertiary amines and benzyne, proceeds in the absence of transition metals and strong bases, and tolerates a wide variety of functional groups.

Efficient protocol for stereoselective epoxidation of cinnamic esters using TsNBr2

An efficient method has been developed for the synthesis of epoxide from cinnamic esters without any catalyst. The reaction was performed in CH 3CN-water (4:1) using N,N-dibromo-p-toluenesulfonamide (TsNBr 2) in alkaline conditions. This procedure can be utilized for stereoselective synthesis of epoxides from cinnamic esters in excellent yield in a shorter reaction time with exclusive formation of the trans-isomer. The method was further extended successfully for styrenes. Taylor & Francis Group, LLC.

Epoxide Synthesis in Interfacial Solid-Liquid Conditions

In this paper an analysis of the factors responsible for discrimination among differing structures of organic reagents by the microcrystalline structure of solids is presented.As a vehicle of this study, the epoxide synthesis using three sulfur ylide precursors (sulfonium and sulfoxonium salts) and four microcrystalline solids was investigated.Neither the surface area nor the number of active sites at the solid surface control the epoxide yield.It appears that the cell lattice of the solid determines the ylide structure, its nucleophilicity, and thus the reaction yield.

Dioxirane Chemistry. Part 15. Rate studies on Epoxidations by Dimethyldioxirane

The relative rates of epoxidation by dimethyldioxirane, (1), of a series of 4-substituted (E)-ethyl cinnamates have been studied.The data were treated with the Hammett linear free energy relationship and give ρ = - 1.53 indicating an electrophilic O-atom transfer.Second-order rate coefficients were determined for the epoxidation of (E)-ethyl cinnamate by (1) at several temperatures and the Arrhenius factors were determined, Ea = 14.1 kcal mol-1, log (A/s-1) = 7.41.

Catalyst and method for isomerization

A catalyst for isomerization consisting essentially of a salt or complex salt represented by the formula: where M is a metal of Group IB, IIA, IIB or VIII of the periodic table, L is a ligand, Y is a conjugated base of a Bronsted acid, m is 0, 1, 2, 3 or 4 and n is 1, 2 or 3.

Methode generale d'obtention des α-ceto esters β-fluores

A general method of synthesis of 3-alkyl (or aryl) 3-fluoro 2-oxo esters is described.The opening of glycidic esters with HF-pyridine (70percent w/w) followed by oxidation with Jones reagent, give the corresponding derivatives of fluoropyruvic esters in good yields.

NEW SYNTHETIC ROUTES TO β-FLUORO β-PHENYLLACTIC ACID DERIVATIVES AND Β-FLUOROCYANOHYDRINS

Alkyl phenyl 2,3-epoxycarboxylates from the well-known Darzens glycidic esters synthesis react under very mild conditions with pyridinium-poly-hydrogen fluoride to give corresponding 3-fluoro 3-phenyllactates in almost quantitative yields with a high regio and stereoselectivity.This method can be applied succesfully to other flycidic derivatives: glycidoamides, glycidonitriles, glycidoiminoesters...The spectrometric properties (IR, NMR) are presented.

A NOVEL METHOD FOR THE GENERATION OF AN ESTER ENOLATE ANION FROM ETHOXYACETYLENE

An ester enolate anion was generated in situ by the successive treatment of ethoxyacetylene with mercury(II) chloride, pyridine-1-oxide and zinc dust, and the zinc enolate thus formed further reacted with aldehydes to give α-chloro-β-hydroxyesters.