Category: 94-02-0

Weidener, Dennis; Singh, Kawarpal; Bluemich, Bernhard published the artcile< Synthesis of α-fluoro-α,β-unsaturated esters monitored by 1D and 2D benchtop NMR spectroscopy>, SDS of cas: 94-02-0, the main research area is fluoropropenoate preparation activation energy deprotonation deacylation kinetics mechanism; compact NMR spectrometer; deacylation; deprotonation; flow NMR; reaction monitoring.

For optimization and control of pharmaceutically and industrially important reactions, chem. information is required in real time. Instrument size, handling, and operation costs are important criteria to be considered when choosing a suitable anal. method apart from sensitivity and resolution This present study explores the use of a robust and compact NMR spectrometer to monitor the stereo-selective formation of α-fluoro-α,β-unsaturated esters from α-fluoro-β-keto esters via deprotonation and deacylation in real time. These compounds are precursors of various pharmaceutically active substances. The real-time study revealed the deprotonation and deacylation steps of the reaction. The reaction was studied at temperatures ranging from 293 to 333 K by interleaved one-dimensional 1H and 19F and two-dimensional 1H-1H COSY experiments The kinetic rate constants were evaluated using a pseudo first-order kinetic model. The activation energies for the deprotonation and deacylation steps were determined to 28 ± 2 and 63.5 ± 8 kJ/mol, resp. This showed that the deprotonation step is fast compared with the deacylation step and that the deacylation step determines the rate of the overall reaction. The reaction was repeated three times at 293 K to monitor the repeatability and stability of the system. The compact NMR spectrometer provided detailed information on the mechanism and kinetics of the reaction, which is essential for optimizing the synthetic routes for stepwise syntheses of pharmaceutically active substances.

Magnetic Resonance in Chemistry published new progress about Activation energy. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, SDS of cas: 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Tenti, Giammarco; Cores, Angel; Ramos, Maria Teresa; Menendez, J. Carlos published the artcile< (E)-3-((2-fluorophenyl)(hydroxy)methylene)imidazo[1,2-a]pyridin-2(3H)-one>, Recommanded Product: Ethyl 3-oxo-3-phenylpropanoate, the main research area is imidazopyridinone methylene hydroxy fluorophenyl preparation diastereoselective; pyridyl bromine ketoamide domino bromination cyclization tautomerism.

Treatment of a 3-(2-fluorophenyl)-3-oxo-N-(pyridin-2-yl)propanamide precursor with bromine afforded the first example of the (E)-3-((2-fluorophenyl)(hydroxy)methylene)imidazo[1,2-a]pyridin-2(3H)-one framework. This transformation proceeded through a domino process comprising an initial bromination, cyclization via an intramol. SN reaction, and a final keto-enol tautomerism, and allows generation of the fused heterocyclic system and installation of the acyl substituent in a single operation.

Molbank published new progress about Bromination. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Recommanded Product: Ethyl 3-oxo-3-phenylpropanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Dagar, Neha; Singh, Swati; Raha Roy, Sudipta published the artcile< Synergistic Effect of Cerium in Dual Photoinduced Ligand-to-Metal Charge Transfer and Lewis Acid Catalysis: Diastereoselective Alkylation of Coumarins>, Application In Synthesis of 94-02-0, the main research area is carboxylic acid coumarin photoinduced decarboxylative alkylation cerium; alkylcoumarin diastereoselective preparation; cerium diastereoselective decarboxylative alkylation catalyst.

We report the dual role of cerium to promote the photoinduced ligand-to-metal charge transfer (LMCT) process for the generation of the alkyl radical and subsequent Lewis acid catalysis to construct stereodefined C-C bonds. This paradigm utilized ubiquitous carboxylic acids as alkyl radical surrogates and offers excellent diastereoselectivity for the formation of C-4 alkylated coumarins in good to excellent yield. UV-vis spectroscopy studies in combination with in situ Fourier transform IR spectroscopy are consistent with the proposed mechanism, supporting the participation of the CeIV-carboxylate complex in photoinduced LMCT and its subsequent homolysis to generate the alkyl radial through the exclusion of CO2. Finally, the oxophilicity of cerium enables a two-point complexation with the in situ generated enolate intermediate and facilitates the diastereoselective protonation to form the desired product. Furthermore, this mild and atom-economical catalytic manifolds allow the late-stage modification of pharmaceuticals.

Journal of Organic Chemistry published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Application In Synthesis of 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Feng, Pengfei; Yang, Xiaoxi; Feng, Xiaoxia; Zhao, Guodong; Li, Xiaochen; Cao, Jing; Tang, Yu; Yan, Chun-Hua published the artcile< Highly Stable Perovskite Quantum Dots Modified by Europium Complex for Dual-Responsive Optical Encoding>, Formula: C11H12O3, the main research area is stable perovskite quantum dot modified europium complex dual responsive; dual-responsive; optical encoding; perovskite quantum dots; rare-earth complex; surface modification.

Inorganic perovskite quantum dots (QDs) have attracted great scientific attention in the field of luminescent materials, but the application has been limited by the inferior stability that results from highly dynamic capping ligands. In this work, we use a rare-earth complex to modify perovskite QDs with ligand exchange to realize perovskite functionalization; meanwhile, the stability of perovskite QDs is greatly improved. D. functional theory calculation results show that the adsorption energy of the europium complex to QDs is higher than that with traditional ligands, which provides a thermodn. basis for stability improvement. Furthermore, the modified QDs exhibit attractive dual-response property, including temperature and pH response ascribed to QDs and europium complexes, resp. The superior property can be applied to multi-stimuli-responsive optical encoding, which is further capable of enhancing the security of encrypted information. This study not only affords a strategy for the synthesis of highly stable perovskites but also provides a method for the functionalization of perovskites.

ACS Nano published new progress about Adsorption. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Formula: C11H12O3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yin, Qi; Wen, Xiaolu; Chen, Yiwei; Gong, Xiangnan; Hu, Lin published the artcile< Phase-Transfer Catalyzed Asymmetric [4 + 1] Annulations for the Synthesis of Chiral 2,2-Disubstituted Tetrahydrothiophenes>, Application In Synthesis of 94-02-0, the main research area is succinimidothiopentenoate tert butyl keto ester cinchona catalyst; tert butyl carboxyl tetrahydrothiophene preparation enantioselective diastereoselective.

An efficient catalytic asym. [4 + 1] reaction, which features the use of simple β-keto esters as one-carbon nucleophiles and 5-succinimidothio-pent-2-enoates as four-atom bielectrophiles, was developed in the presence of a bifunctional chiral phase-transfer catalyst. The new annulation provided a distinct protocol to access the functionalized 2-acyl-2-carboxyl tetrahydrothiophenes bearing consecutive quaternary and tertiary carbon stereocenters in high diastereoselectivities and enantioselectivities. Moreover, the prepared products could be readily transformed into the chiral 2-alkyl-2-carboxyl tetrahydrothiophenes via two steps of debenzoylation and alkylation reactions.

Organic Letters published new progress about [4+1] Cycloaddition reaction. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Application In Synthesis of 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Li, Xinying; Mi, Tongge; Guo, Wenjing; Ruan, Zhongrui; Guo, Yu; Ma, Yan-Na; Chen, Xuenian published the artcile< KB3H8: an environment-friendly reagent for the selective reduction of aldehydes and ketones to alcohols>, Recommanded Product: Ethyl 3-oxo-3-phenylpropanoate, the main research area is aldehyde ketone reduction; alc preparation green chem.

Selective reduction of aldehydes and ketones to their corresponding alcs. with KB3H8, an air- and moisture-stable, nontoxic, and easy-to-handle reagent, in water and THF has been explored under an air atm. for the first time. Control experiments illustrated the good selectivity of KB3H8 over NaBH4 for the reduction of 4-acetylbenzaldehyde and aromatic keto esters.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Recommanded Product: Ethyl 3-oxo-3-phenylpropanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ameen, K. K. Mohammed; Ahamed, F. M. Mashood; Padusha, M. Syed Ali; Gunasekaran, B. published the artcile< Diethyl 4-(3-chlorophenyl)-2,6-diphenyl-1,4-dihydropyridine-3,5-dicarboxylate>, Related Products of 94-02-0, the main research area is diethyl chlorophenyl diphenyl dihydropyridine dicarboxylate hydrogen bond crystal structure.

In the title compound, C29H26ClNO4, the dihydropyridine ring adopts a shallow boat conformation. The mean plane of the dihydropyridine ring (all atoms) subtends dihedral angles of 66.54 (1), 73.71 (1) and 79.47 (1)° with the two Ph rings and the chlorophenyl ring, resp. In the crystal, N-H···O hydrogen bonds link the mols. into [001] chains.

IUCrData published new progress about Bond angle, dihedral. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Related Products of 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Kang, Qing-Qing; Meng, Ya-Nan; Zhang, Jun-Hao; Li, Long; Ge, Guo-Ping; Zheng, Hongxing; Liu, Hongxin; Wei, Wen-Ting published the artcile< Iron-catalyzed oxidative cyclization of olefinic 1,3-dicarbonyls with ketone C(sp3)-H bonds: Facile access to 2,3-dihydrofurans>, Recommanded Product: Ethyl 3-oxo-3-phenylpropanoate, the main research area is dihydrofuran preparation regioselective; olefinic dicarbonyl compound ketone oxidative cyclization iron catalyst; dicarbonyl compound allyl bromide allylation.

Iron-catalyzed oxidative cyclization of olefinic 1,3-dicarbonyls with ketone C(sp3)-H bonds through C-C and C-O bond formations has been described for the first time. A broad substrate scope and ease of scale-up are the attractive features of this synthetic method, which provides a series of potentially bioactive 2,3-dihydrofurans. The reaction pathway is proposed to involve a radical addition of the in situ-formed α-carbonyl radical to the C=C bond of olefinic 1,3-dicarbonyls followed by intramol. 5-endo-trig cyclization.

New Journal of Chemistry published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (unsaturated). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Recommanded Product: Ethyl 3-oxo-3-phenylpropanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sawano, Takahiro; Ogihara, Kei; Sagawa, Jun; Ono, Masaki; Takeuchi, Ryo published the artcile< Iridium-Catalyzed Hydroalkylation of Aliphatic Alkenes with β-Ketoesters: Formal Hydroalkylation with Methyl Ketones>, Application of C11H12O3, the main research area is iridium catalyzed hydroalkylation alkene beta ketoester; ketone preparation one pot dealkoxycarbonylation hydroalkylated intermediate.

Transition-metal-catalyzed hydroalkylation of alkenes with 1,3-dicarbonyl compounds is a useful reaction to construct a C-C bond under neutral reaction conditions in a highly atom-economical manner. We found that hydroalkylation of aliphatic alkenes with β-ketoesters proceeded with the use of a cationic iridium complex and bidentate phosphine ligand to give selectively branched α-substituted β-ketoesters in high yields. The obtained hydroalkylated compounds can be converted to β-substituted ketones through one-pot Krapcho dealkoxycarbonylation.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Application of C11H12O3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sawano, Takahiro; Ogihara, Kei; Sagawa, Jun; Ono, Masaki; Takeuchi, Ryo published the artcile< Iridium-Catalyzed Hydroalkylation of Aliphatic Alkenes with β-Ketoesters: Formal Hydroalkylation with Methyl Ketones>, Application of C11H12O3, the main research area is iridium catalyzed hydroalkylation alkene beta ketoester; ketone preparation one pot dealkoxycarbonylation hydroalkylated intermediate.

Transition-metal-catalyzed hydroalkylation of alkenes with 1,3-dicarbonyl compounds is a useful reaction to construct a C-C bond under neutral reaction conditions in a highly atom-economical manner. We found that hydroalkylation of aliphatic alkenes with β-ketoesters proceeded with the use of a cationic iridium complex and bidentate phosphine ligand to give selectively branched α-substituted β-ketoesters in high yields. The obtained hydroalkylated compounds can be converted to β-substituted ketones through one-pot Krapcho dealkoxycarbonylation.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Application of C11H12O3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics