2881-63-2

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a synthetic intermediate for the production of 2-(carboethoxy)-3-(4′-chloro)phenylquinoxaline 1,4-dioxide, a compound with potential pharmaceutical applications. This quinoxaline derivative may exhibit biological activities that can be harnessed for the development of new drugs or therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-(4-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is utilized as a key building block for the preparation of various organic compounds. Its unique structure allows for further functionalization and modification, enabling the synthesis of a wide range of molecules with diverse properties and potential applications.
While the provided materials do not explicitly mention other industries or applications, the versatility of 3-(4-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER as a synthetic intermediate suggests that it may have potential uses in other areas of chemistry and materials science, such as the development of new polymers, dyes, or other specialty chemicals. Further research and exploration would be necessary to identify and validate these potential applications.

InChI:InChI=1/C11H11ClO3/c1-2-15-11(14)7-10(13)8-3-5-9(12)6-4-8/h3-6H,2,7H2,1H3

Upstream product

• 7335-27-5 ethyl 4-chlorobenzoate 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 141-52-6 sodium ethanolate 
• 99-91-2 para-chloroacetophenone 
• 105-58-8 Diethyl carbonate 
• 623-73-4 diazoacetic acid ethyl ester 
• 104-88-1 4-chlorobenzaldehyde 
• 70200-14-5 ethyl 3-hydroxy-3-(4-chlorophenyl)propanoate 
• 6148-64-7 ethyl potassium malonate 
• 122-01-0 4-chloro-benzoyl chloride 
• 15226-74-1 dicobalt octacarbonyl 
• 637-87-6 1-Chloro-4-iodobenzene 
• 1071-46-1 hydrogen ethyl malonate 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 100956-97-6 5-(4-chloro-phenyl)-2-(1-methyl-piperidin-4-yl)-1,2-dihydro-pyrazol-3-one 
• 100716-77-6 ethyl 2-(4-chlorobenzoyl)pent-4-ynoate 
• 36479-17-1 6-(4-chlorophenyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one 
• 104295-85-4 2-(4-chloro-phenyl)-5,6-dihydro-4H-pyran-3-carboxylic acid 
• 63131-36-2 ethyl 3-(4-chlorophenyl)-2-methyl-3-oxopropanoate 
• 125835-86-1 5-(4-Chloro-phenyl)-3-methyl-1-phenyl-6,8-dihydro-1H-pyrazolo[3,4-b][1,4]diazepin-7-one 
• 98305-75-0 2-Amino-6-(4-chloro-phenyl)-3H-pyrimidin-4-one 
• 790-15-8 6-chloro-2-(4-chloro-phenyl)-thiochromen-4-one 
• 191218-48-1 2-(4-chlorophenyl)-4H-pyrido[1,2-a]pyrimidin-4-one 
• 141545-22-4 (R)-3-hydroxy-3-(4-chlorophenyl)-propionic acid ethyl ester 
• 58582-97-1 ethyl 1-(4'-chlorophenyl)-3-(dimethylamino)-prop-2-enone-2-carboxylate 
• 936947-10-3 5-(4-chloro-phenyl)-2-naphthalen-2-yl-2,4-dihydro-pyrazol-3-one 
• 142335-31-7 4-(4-Chloro-phenyl)-7-methyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one 
• 142335-35-1 7-Chloro-4-(4-chloro-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one 

Relevant academic research and scientific papers

Annulation-retro-Claisen cascade of bifunctional peroxides for the synthesis of lactone natural products

A new and highly efficient annulation-retro-Claisen cascade, which involves the [4 + 1] or [5 + 1] annulation of α-benzoylacetates with bielectrophilic peroxides and a subsequent debenzoylation process under mild basic conditions, has been developed for the rapid construction of valuable tetrahydrofuran- and dihydropyran-2-carboxylates in good yields. By employing the new reaction, the unified total synthesis of γ- and δ-lactone natural products such as (±)-tanikolide, (±)-goniothalamins, (±)-7-epi-goniodiol, and (±)-plakolide A has been accomplished in 4-7 steps.

Trifluoroethanol as a Unique Additive for the Chemoselective Electrooxidation of Enamines to Access Unsymmetrically Substituted NH-Pyrroles

An electrochemical method for the synthesis of unsymmetrically substituted NH-pyrroles is described. The synthetic strategy comprises a challenging heterocoupling between two structurally diverse enamines via sequential chemoselective oxidation, addition,

Electrochemical Oxidative Cyclization: Synthesis of Polysubstituted Pyrrole from Enamines

A conceptually novel method for the preparation of pyrrole is described by electrochemical-oxidation-induced intermolecular annulation via enamines. In a simple undivided cell, based on a sodium acetate-facilitated, polysubstituted pyrrole derivations has been facilely synthesized under external oxidant-free condition. This electrosynthetic approach providing an environmentally benign protocol for C?C bond cross-coupling and oxidative annulation, which features unparalleled broad scope of substrates and practicality.

Construction of isoxazolone-fused phenanthridinesviaRh-catalyzed cascade C-H activation/cyclization of 3-arylisoxazolones with cyclic 2-diazo-1,3-diketones

A Rh(iii)-catalyzed cascade C-H activation/intramolecular cyclization of 3-aryl-5-isoxazolones with cyclic 2-diazo-1,3-diketones was described, leading to the formation of isoxazolo[2,3-f]phenanthridine skeletons. The protocol features the simultaneous one-pot formation of two new C-C/C-N bonds and one heterocycle in moderate-to-good yields with good functional group compatibility. It is amenable to large-scale synthesis and further transformation.

Sulfur-controlled and rhodium-catalyzed formal (3 + 3) transannulation of thioacyl carbenes with alk-2-enals and mechanistic insights

A rhodium-catalyzed denitrogenative formal (3 + 3) transannulation of 1,2,3-thiadiazoles with alk-2-enals is achieved, producing 2,3-dihydrothiopyran-4-ones in moderate to excellent yields. An inverse KIE of 0.49 is obtained, suggesting the reversibility of the oxidative addition of thioacyl Rh(i) carbenes to alk-2-enals. The late-stage structural modifications of steroid compounds are realized. Moreover, our studies show that thioacyl carbenes have different reactivities to those of α-oxo and α-imino carbenes, and highlight the importance of heteroatoms in deciding the reactivities of heterovinyl carbenes.

Iridium-Catalyzed Enantioselective and Diastereoselective Hydrogenation of Racemic β’-Keto-β-Amino Esters via Dynamic Kinetic Resolution

An iridium/f-diaphos catalytic system for the enantioselective hydrogenation of α-substituted β-ketoesters via dynamic kinetic resolution is reported. The desired anti β’-hydroxy-β-amino esters were obtained in moderate to good yields (60–95%) with 72–99% ees and 91:9 to 99:1 drs. This protocol tolerates various functional groups and could be easily conducted on gram scale with lower catalyst loading (TON up to 9100). (Figure presented.).

Radical Aza-Cyclization of α-Imino-oxy Acids for Synthesis of Alkene-Containing N-Heterocycles via Dual Cobaloxime and Photoredox Catalysis

Nitrogen-containing heterocycles are prevalent in both naturally and synthetically bioactive molecules. We report herein an unprecedented protocol for radical aza-cyclization of α-imino-oxy acids with pendant alkenes via synergistic photoredox and cobaloxime catalysis. With or without alkenes as the intermolecular cross-coupling partners, the transformation provides a variety of corresponding alkene-containing dihydropyrrole products in satisfactory yields. In the presence of external alkenes, the tandem reaction generates E-selective coupling products with excellent chemo- and stereoselectivity.

An efficient route for the synthesis of N-(1H-benzo[d]imidazol-2-yl)benzamide derivatives promoted by CBr4 in one pot

A metal-free one-pot method for the synthesis of N-(1H-benzo[d]imidazol-2-yl)benzamide derivatives was proposed mediated by CBr4. The reaction went through ring formation and opening processes with only two protons leaving and the thermodynamically favorable products were selectively formed in moderate to good yields.

Double Enzyme-Catalyzed One-Pot Synthesis of Enantiocomplementary Vicinal Fluoro Alcohols

A double-enzyme-catalyzed strategy for the synthesis of enantiocomplementary vicinal fluoro alcohols through a one-pot, three-step process including lipase-catalyzed hydrolysis, spontaneous decarboxylative fluorination, and subsequent ketoreductase-catalyzed reduction was developed. With this approach, β-ketonic esters were converted to the corresponding vicinal fluoro alcohols with high isolated yields (up to 92percent) and stereoselectivities (up to 99percent). This new cascade process addresses some issues in comparison with traditional methods such as environmentally hazardous reaction conditions and low stereoselectivity outcome.

Desymmetrization of meso-dicarbonatecyclohexene with β-Hydrazino carboxylic esters via a Pd-catalyzed allylic substitution cascade

The desymmetrization of meso-dicarbonatecyclohexene with β-hydrazino carboxylic esters has been achieved via a RuPHOX/Pd-catalyzed allylic substitution cascade for the construction of chiral hexahydrocinnoline derivatives with high performance. Mechanistic studies reveal that the reaction exploits a pathway different from that of our previous work and that the first nitrogen nucleophilic process is the rate-determining step. The protocol could be conducted on a gram scale without any loss of catalytic behavior, and the corresponding chiral hexahydrocinnolines can undergo diverse transformations.