136265-11-7

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 100-52-7 benzaldehyde 
• 64-17-5 ethanol 
• 1200-07-3 trans-4-bromocinnamic acid 
• 589-87-7 1,4-bromoiodobenzene 
• 140-88-5 ethyl acrylate 
• 108-86-1 bromobenzene 
• 1122-91-4 4-bromo-benzaldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 105-36-2 ethyl bromoacetate 
• 2678-54-8 ketene diethyl acetal 
• 1071-46-1 hydrogen ethyl malonate 
• 873-75-6 4-bromobenzenemethanol 

Downstream Products

• 105515-33-1 3-(4-bromophenyl)prop-2-en-1-ol 
• 53582-00-6 ethyl trans-2-(p-bromophenyl)-1-cyclopropanecarboxylate 
• 40640-98-0 3-(4-bromo-phenyl)-propionic acid ethyl ester 
• 96090-12-9 p-bromo-cinnamyl bromide 
• 25574-11-2 3-(4-bromophenyl)propanol 
• 2021-28-5 ethyl dihydrocinnamate 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 113341-06-3 3,4-Bis-(4-bromo-phenyl)-4-cyano-butyric acid ethyl ester 
• 105515-33-1 (2E)-3-(4-bromophenyl)prop-2-en-1-ol 
• 952569-45-8 2,3-dibromo-3-(4-bromophenyl)-propionic acid ethyl ester 
• 183593-80-8 3-(4-bromo-phenyl)-3-phenyl-acrylic acid ethyl ester 
• 183593-81-9 (Z)-3-(4-bromo-phenyl)-3-phenyl-acrylic acid ethyl ester 
• 862122-12-1 3-(4-bromophenyl)-3-(2-{[tert-butoxycarbonyl-(4-methoxyphenyl)amino]-methylene}cyclohexyl)propionic acid ethyl ester 
• 881424-67-5 (Z)-3-(4-bromophenyl)-6-[tert-butoxycarbonyl-(4-methoxyphenyl)amino]-5-methyl-4-phenyl-hex-5-enoic acid ethyl ester 

Relevant academic research and scientific papers

Catalytic synthesis of (E)-a,β-unsaturated esters from aldehydes and 1,1-diethoxyethylene

A practical and high yielding synthesis of a,β-unsaturated esters from aldehydes and 1,1-diethoxyethylene was developed.

A graphene/hemin hybrid material as an efficient green catalyst for stereoselective olefination of aldehydes

A hemin/graphene composite, prepared by mixing an aqueous solution of graphene oxide (GO) with hemin and sonicating the suspension for 5 h at room temperature, was investigated for olefination of aldehydes using ethyl diazoacetate in the presence of triphenylphosphine. Efficient olefination of aromatic aldehydes with high (E)-selectivity was obtained, revealing that rGO/hemin is a promising heterogeneous catalyst for the olefination reaction. The as-synthesized catalyst could easily be recovered from the reaction mixture and was subsequently used for several runs without any significantly loss in activity and selectivity.

Catalytic Asymmetric Four-Component Reaction for the Rapid Construction of 3,3-Disubstituted 3-Indol-3′-yloxindoles

A Rh(II)/chiral phosphoric acid cocatalyzed four-component reaction of indoles, 3-diazooxindoles, arylamines, and ethyl glyoxylate is developed, offering an extremely efficient strategy for the construction of 3,3-disubstituted 3-indol-3′-yloxindoles with

The Wittig reaction of stable ylide with aldehyde under microwave irradiation: Synthesis of ethyl cinnamates

The Wittig reaction of stable ylide, triphenyl-carbethoxymethylene phoshorane, with aldehydes was performed within 5-6 minutes under microwave irradiation. Remarkable rate enhancements and dramatic reductions of reaction times have been observed. Thus, the Wittig reaction of stable ylide with aldehyde is optimized.

Construction of the Bacteriochlorin Macrocycle with Concomitant Nazarov Cyclization To Form the Annulated Isocyclic Ring: Analogues of Bacteriochlorophyll a

Bacteriochlorophylls contain a bacteriochlorin macrocycle bearing an annulated fifth ring. The fifth ring, termed the isocyclic ring or ring E, is equipped with 131-oxo and 132-carbomethoxy substituents. Herein, a general route to st

Efficient and selective olefination of aldehydes with ethyl diazoacetate catalyzed by high-valent tin(IV) porphyrins

Tetraphenylporphyrinatotin(IV) trifluoromethanesulfonate, [Sn IV(TPP)(OTf)2], and tetraphenylporphyrinatotin(IV) tetrafluoroborate, [SnIV(TPP)(BF4)2], were used as efficient catalysts for olefination of aldehydes with EDA in the presence of PPh3. These high-valent tin porphyrins catalyzed olefination of aldehydes in high yields and short reaction times at room temperature. The reaction rate depended on the nature of substituents on aldehyde; electron poor aldehydes reacted faster than electron rich aldehydes. The olefination of aldehydes indicated that the reactions are very selective and all products are trans-isomer. Both catalysts were reused four consecutive times without loss of their catalytic activity.

Heterogeneous photocatalysed Heck reaction over PdCl2/TiO 2

The heterogeneous PdCl2/TiO2 efficiently catalyzes the C-C bond formation (Heck reaction) between aryliodides and olefins under photochemical and mild reaction conditions. This process gives good to excellent conversion under optimized reaction conditions. After completion of the reaction, Pd2+ is reduced to Pd0. Further, Pd0 can be easily converted into Pd2+ by heating with ammonium chloride at 400°C for 30 min and the regenerated catalyst could be reused up to the third recycle with good catalytic activity. The catalysts (before and after reaction, as well as regenerated) were systematically characterized using Transmission Electron Microscopy, X-ray photoelectron spectroscopy, X-ray diffraction, temperature programmed reduction and DRUV-visible spectroscopy techniques.

Hypervalent iodine(iii) induced oxidative olefination of benzylamines using Wittig reagents

We have developed hypervalent iodine(iii) induced oxidative olefination of primary and secondary benzylamines using 2C-Wittig reagents, which provides easy access to α,β-unsaturated esters. Mild reaction conditions, good to excellent yields with high (E) selectivity, and a broad substrate scope are the key features of this reaction. We have successfully carried out the gram-scale synthesis of α,β-unsaturated esters.

Synthesis method of beta-chloro acid ester and alpha, beta-unsaturated acid ester compound

The invention belongs to the technical field of organic chemistry, and particularly relates to a synthesis method of beta-chloro acid ester and an alpha, beta-unsaturated acid ester compound. The structure of the compound is characterized by 1H NMR and 13C NMR and is confirmed. The method comprises the steps of by taking acetonitrile as a solvent, carrying out fragmentation on olefin, chlorooxalic acid monoester and 2, 6-dimethyl pyridine under a photocatalytic condition to generate an alkoxyacyl free radical intermediate, carrying out free radical addition reaction on the alkoxyacyl free radical intermediate and the olefin to generate carbon free radicals, then carrying out chlorination reaction to obtain the beta-chloro acid ester compound, and carrying out dehydrochlorination reaction under a DBU condition to generate the alpha, beta-unsaturated acid ester compound. The preparation method of the compound disclosed by the invention has the advantages of starting from olefin, being mild in condition, simple and efficient, strong in functional group compatibility and wide in substrate application range, and various beta-chloro acid ester and alpha, beta-unsaturated acid ester compounds can be synthesized from highly commercialized raw materials. On the basis of photoreaction of fluid chemistry, a target product can also be obtained with a relatively good yield, and the method has very good industrial and medicinal chemistry application values.

A One-Pot Synthesis of α,β-Unsaturated Esters From Esters

A convenient method for reductive Horner–Wadsworth–Emmons (HWE) olefination is described. The E-selective HWE homologation of various esters to α,β-unsaturated esters was readily achieved and gave the desired products in good-to-moderate yields under mild conditions. The one-pot reaction proceeds through an in situ generated aldehyde, formed via the partial reduction of an ester with lithium diisobutyl-t-butoxyaluminum hydride. The formation of cyclized metal acetal and subsequent decompose to the aldehyde for the olefination was found to be a crucial step in this C2-carbon homologation protocol.