15852-63-8

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 60-29-7 diethyl ether 
• 3006-96-0 3-hydroxymethyl-benzoic acid 
• 64-17-5 ethanol 
• 6287-86-1 p-ethoxycarbonylbenzaldehyde 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 50-00-0 formaldehyd 
• 4334-88-7 p-ethoxycarbonylphenylboronic acid 
• 59016-93-2 p-hydroxymethylphenylboronic acid 
• 1609-47-8 diethyl dicarbonate 
• 636-09-9 diethyl terephthalate 
• 100-21-0 terephthalic acid 
• 201230-82-2 carbon monoxide 
• 51934-41-9 4-iodobenzoic acid ethyl ester 

Downstream Products

• 516469-48-0 4-(4-nitro-benzoyloxymethyl)-benzoic acid ethyl ester 
• 108836-42-6 ethyl 4-<(oxiranylmethoxy)methyl>benzoate 
• 213547-83-2 4-Vinyloxymethyl-benzoic acid ethyl ester 
• 26496-94-6 Ethyl 4-(bromomethyl)benzoate 
• 174572-40-8 ethyl 4-(acetoxymethyl)benzoate 
• 1439362-40-9 ethyl 4-((diisopropoxyphosphoryl)(hydroxy)methyl)benzoate 
• 86238-98-4 ethyl 4-(bromofluoromethyl)benzoate 
• 7153-22-2 ethyl 4-cyanobenzoate 
• 869297-03-0 ethyl 5-{[({4-[(ethyloxy)carbonyl]phenyl}methyl)oxy]methyl}-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate 

Relevant academic research and scientific papers

Iron-catalyzed chemoselective hydride transfer reactions

A Diaminocyclopentadienone iron tricarbonyl complex has been applied in chemoselective hydrogen transfer reductions. This bifunctional iron complex demonstrated a broad applicability in mild conditions in various reactions, such as reduction of aldehydes over ketones, reductive alkylation of various functionalized amines with functionalized aldehydes and reduction of α,β-unsaturated ketones into the corresponding saturated ketones. A broad range of functionalized substrates has been isolated in excellent yields with this practical procedure.

Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst

Herein, a Grubbs-catalyzed route for the synthesis of nitriles via the aerobic oxidation of primary amines is reported. This reaction accommodates a variety of substrates, including simple primary amines, sterically hindered β,β-disubstituted amines, allylamine, benzylamines, and α-amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of imines generated from aldehydes and NH4OAc in situ. (Figure presented.).

Bulky N-Heterocyclic-Carbene-Coordinated Palladium Catalysts for 1,2-Addition of Arylboron Compounds to Carbonyl Compounds

The synthesis of primary, secondary, and tertiary alcohols by the 1,2-addition of arylboronic acids or boronates to carbonyl compounds, including unactivated ketones, using novel bulky yet flexible N-heterocyclic carbene (NHC)-coordinated 2,6-di(pentan-3-yl)aniline (IPent)-based cyclometallated palladium complexes (CYPs) as catalysts is reported. The PhS-IPent-CYP-catalyzed reactions are efficient at low catalyst loadings (0.02–0.3 mol% Pd), and the exceptional catalytic activity for 1,2-addition is attributed to the steric bulk of the NHC ligand. These reactions can yield a wide range of functionalized benzylic alcohols that are difficult to synthesize by classical protocols using highly active organomagnesium or lithium reagents.

Palladium-Catalyzed Carbonylations of Arylboronic Acids: Synthesis of Arylcarboxylic Acid Ethyl Esters

An approach for the palladium-catalyzed ethoxycarbonylations of arylboronic acids using diethyl pyrocarbonate as carbon monoxide/carbon dioxide (CO/CO2) surrogate in moderate to good yields has been investigated.

Palladium-catalyzed hydroxymethylation of aryl-and heteroarylboronic acids using aqueous formaldehyde

Cyclometallated NHC palladium complexes prepared from palladium(II) acetate [Pd(OAc)2] and unsymmetrical 1,3-diarylimidazolinium salts catalyzed the hydroxymethylation of (hetero)arylboronic acids using an excess amount of formalin to afford (hetero)arylm

Efficient hydroxymethylation reactions of iodoarenes using CO and 1,3-dimethylimidazol-2-ylidene borane

A hydroxymethylation reaction of a variety of iodoarenes proceeded effectively in the presence of CO, NHC-borane, diMeImd-BH3 (2) as a radical mediator, and a catalytic amount of AIBN. The reaction took place chemoselectively at the aryl-iodine bond but not at the aryl-bromine and aryl-chlorine bonds. A three-component coupling reaction comprising aryl iodides, CO, and electron-deficient alkenes also proceeded well to give unsymmetrical ketones in good yields. Control experiments show that 2 would act as a hydrogen donor to acyl radicals and iodinated NHC-borane as a reducing agent of aldehydes.

Synthesis of a wide range of thioethers by indium triiodide catalyzed direct coupling between alkyl acetates and thiosilanes

An indium triiodide-catalyzed substitution of the acetoxy group in alkyl acetates with thiosilanes provides access to a variety of thioethers. The method is efficient for a wide scope of acetates such as primary alkyl, secondary alkyl, tertiary alkyl, allylic, benzylic, and propargylic acetates.

Palladium-catalyzed direct hydroxymethylation of aryl halides and triflates with potassium acetoxymethyltrifluoroborate

Suzuki-Miyaura cross-coupling reactions of aryl halides and triflates with potassium acetoxymethyltrifluoroborate afforded the corresponding aryl and heteroaryl methanol products in moderate to excellent yields.

A clean, palladium-catalyzed oxidative esterification of aldehydes using benzyl chloride

A highly efficient, mild, simple and clean procedure is presented for the one-pot oxidation of aromatic and aliphatic aldehydes to their corresponding ethyl esters using benzyl chloride as the oxidant under palladium-catalyzed conditions. The reaction is complete in just 30 min under microwave irradiation and inert conditions are not required to obtain good to excellent yields (65-93%) of isolated products.

IMPROVED INHIBITORS FOR THE SOLUBLE EPOXIDE HYDROLASE

Inhibitors of the soluble epoxide hydrolase (sEH) are provided that incorporate multiple pharmacophores and are useful in the treatment of diseases