Synthesis Of Diethyl Research Articles

Synthesis of Diethyl 6-Amino-1-aryl-2-oxo-1,2-dihydropyridine-3,5-carboxylate

It was found that the reaction of malonic acid N-arylamidoesters with ethyl 2-cyano-3-ethoxyacrylate in ethanol in the presence of equimolar amounts of triethylamine both at room temperature and under reflux leads to the formation of previously unknown diethyl 6-amino-1-aryl-2-oxo-1,2-dihydropyridine-3,5-carboxylates with yields of 40–70%. Structure of the obtained compounds was confirmed by NMR and IR spectroscopy data. Antibacterial activity of some of the obtained compounds was studied.

14- and 17-Membered Macrocycles Containing Amide, Amino, and Carbamate Groups in The Monocyclic Skeleton: An Accidental Byproduct Obtained from a Residue after Separation.

A 14-membered cyclic compound (3) containing amide, amino, and carbamate groups, which was serendipitously obtained in the oily residue after the separation of 4-benzyl-1,4,7,10-tetraazacyldododecane-2,6-dione (2a) and 4,16-dibenzyl-1,4,7,10,13,16,19,22-octaazacyclo-tetracosane-2,6,14,18-tetraone (2b), is reported. The structure of 3 is formally a CO2 insertion between positions 3 and 4 of the 12-membered ring in 2a. The CO2 insertion was confirmed in the synthesis of diethyl 2,2'-(benzylazanediyl)diacetate (1) by the reaction of benzylamine with ethyl bromoacetate using K2CO3 as the base. In addition, the selective synthesis of 3 and ethyl N-benzyl-N-((2-ethoxy-2-oxoethoxy)carbonyl)glycinate (5) and their kinetic behavior are reported. The reaction of 5 with triethylenetetramine afforded a 17-membered macrocycle (7), which was obtained in an 18% yield. Compounds 6 and 8 were prepared from 3 and 7 by introducing benzyl groups to improve their solubility in organic solvents. Titration experiments using 1H NMR showed that both 6 and 8 exhibit Li+ selectivity.

Synthesis of diethyl 6-amino-1,4-diaryl-2-oxo1,2,3,4-tetrahydropyridin-3,5-dicarboxylates based on the reaction of arylmethylidenecyanoacetic esters with <i>N</i>-arylamido esters of malonic acid

The reaction of arylmethylidenecyanoacetic esters with N -arylamides of malonic acid led to the formation of previously unknown diethyl 6-amino-1,4-diaryl-2-oxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxylates in 15-83% yields. Antibacterial activity of some obtained compounds was studied.

Synthesis of Diethyl 6-Amino-1,4-diaryl-2-oxo-1,2,3,4-tetrahydropyridin-3,5-dicarboxylates Based on the Reaction of Arylmethylidenecyanoacetic Esters with N-Arylamidoesters of Malonic Acid

Synthesis of Diethyl 6-Amino-1,4-diaryl-2-oxo-1,2,3,4-tetrahydropyridin-3,5-dicarboxylates Based on the Reaction of Arylmethylidenecyanoacetic Esters with N-Arylamidoesters of Malonic Acid

Synthesis of Diethyl 2-Benzyl-3,4-dioxo-6-phenyl-9-vinyl-2-azaspiro [4.4]nonane-7,7-dicarboxylate through Palladium Catalyzed Tandem Cyclization: Introduce a Comprehensive Experiment of Organic Chemistry

Synthesis of Diethyl 2-Benzyl-3,4-dioxo-6-phenyl-9-vinyl-2-azaspiro [4.4]nonane-7,7-dicarboxylate through Palladium Catalyzed Tandem Cyclization: Introduce a Comprehensive Experiment of Organic Chemistry

Synthesis of Diethyl 2,5-Diaminothiophene-3,4-dicarboxylate Derivatives and Antitumor Activity Study

Synthesis of Diethyl 2,5-Diaminothiophene-3,4-dicarboxylate Derivatives and Antitumor Activity Study

Synthesis of hybrid phosphorated indenoquinolines and biological evaluation as topoisomerase I inhibitors and antiproliferative agents

This work describes the first synthesis of diethyl 6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinolinylphosphonates 5, diethyl 7H-indeno[2,1-c]quinolinylphosphonates 6 and diethyl 7-oxo-7H-indeno[2,1-c]quinolinylphosphonates 7, which were prepared in good to high overall yields. The synthetic route involves a multicomponent reaction of 2-phosphonateaniline, aldehydes and indene as olefin and allows the selective generation of three stereogenic centres in a short, efficient and reliable manner. The selective dehydrogenation of 1,2,3,4-tetrahydroindenoquinolines leads to the formation of corresponding indenoquinolines, and subsequent oxidation of methylene group of the indenoquinolines allows the access to indenoquinolinones.

A New Approach to the Synthesis of Diethyl 2,3-Diisobutylsuccinate, a Component of Titanium–Magnesium Catalysts for Propylene Polymerization

A New Approach to the Synthesis of Diethyl 2,3-Diisobutylsuccinate, a Component of Titanium–Magnesium Catalysts for Propylene Polymerization

Design and synthesis of diethyl(substituted 2‐benzylbenzofuran‐3‐yl)phosphonates as antioxidant and antimicrobial agents

AbstractIn continuance of our effort to improve novel and potent synthetic approaches for various bioactive phosphorylated heterocycles via C─P bond formation, a series of diethyl substituted(2‐benzylbenzofuran‐3‐yl)phosphonate derivatives (4a‐j) was synthesized by one‐pot reaction of various diversely substituted salicylaldehydes, phenyl acetylene, and diethyl phosphite using CuO nanoparticles as catalyst in 1:1 ethanol and water under room temperature. The new compounds have been studied for their radical scavenging activity by DPPH, H2O2, and NO approaches and antimicrobial activity assay against bacteria and fungi by disk diffusion method.

Green synthesis of diethyl((2-iodo-4-(trifluoromethyl)phenyl)amino)(aryl)methyl)phosphonates as potent α-glucosidase inhibitors

Novel diethyl((2-iodo-4-(trifluoromethyl)phenyl)amino)(aryl)methyl)phosphonates (4a-j) were synthesized via a simple and efficient one pot by three-component condensation reaction (Kabachnik-Fields reaction) of 2-iodo-4-trifluoromethyl aniline, aromatic aldehydes and diethyl phosphite in presence of anatase TiO2 nanoparticles as catalyst under solvent free conditions. The molecular docking studies of synthesized compounds with α-glucosidase enzyme revealed that these compounds have strong α-glucosidase inhibitory activity. The synthesized compounds (4a-j) are also screened for in vitro α-glucosidase inhibitory activity and the results showed compound 4i as the strongest inhibitor and compounds 4a, 4b, 4f and 4g as stronger inhibitors even better than the reference standard acarbose.

Synthesis of diethyl 2,6-dimethyl-4-(5-aryl-2-furyl)-1,4-dihydropyridine-3,5-dicarboxylates

Synthesis of diethyl 2,6-dimethyl-4-(5-aryl-2-furyl)-1,4-dihydropyridine-3,5-dicarboxylates

Synthesis of diethyl 4-(phenyl-substituted)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylates catalyzed by CoCl2/K-10 montmorillonite in water and their antimicrobial activity

A simple and efficient method of one pot synthesis of 1,4-dihydropyridine by three components reaction of aromatic aldehydes with 1,3-dicarbonyl compound, ammonium acetate and catalytic amount of CoCl2 based on the Hantszch reaction is developed. The process is catalysis by an inexpensive catalyst in water medium, gives high yield of products and involves no volatile organic solvents. Some synthesized compounds demonstrated antimicrobial activity.

ChemInform Abstract: Spiroanthraceneoxazolidine as a Synthetic Equivalent of Methanimine in the Reaction with Donor—Acceptor Cyclopropanes. Synthesis of Diethyl 5‐Arylpyrrolidine‐3,3‐dicarboxylates.

AbstractYield and ease of the title transformation are well correlated with the electron‐donating nature of the aryl substituent at the cyclopropane ring.

Spiroanthraceneoxazolidine as a synthetic equivalent of methanimine in the reaction with donor–acceptor cyclopropanes. Synthesis of diethyl 5-arylpyrrolidine-3,3-dicarboxylates

Spiroanthraceneoxazolidine reacts with diethyl 2-arylcyclopropane-1,1-dicarboxylates at 140–200°C in the presence of magnesium bromide diethyl etherate to give 5-arylpyrrolidine-3,3-dicarboxylates. Yield and ease of the reaction were well correlated with the electron-donating nature of the aryl(heteroaryl) substituent at the cyclopropane ring. This one-pot domino reaction allows the formation of a number of functionalized arylpyrrolidines in 16–54% yields.

Synthesis of diethyl 6-aryl-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates

Reaction of diethyl oxalylacetate sodium salt with aromatic aldehydes and urea led to the formation of diethyl 6-aryl-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates.

Synthesis of Diethyl 2,4-dimethyl-pyrrole-3,5-dicarboxylate: Recommending a University Organic Chemistry Experiment

Synthesis of Diethyl 2,4-dimethyl-pyrrole-3,5-dicarboxylate: Recommending a University Organic Chemistry Experiment

Synthesis of diethyl [(2S,4S)-4-hydroxytetrahydrofuran-2-ylmethyl]phosphonate

A convenient method for the stereoselective synthesis of diethyl [(2S,4S)-4-hydroxytetrahydrofuran-2-ylmethyl]phosphonates was developed based on preparation of phophorylated glycol followed by its intramolecular cyclization and hydrogenation. It was shown that the nature of the hydrogenation products depends on the presence of water in the solvent.

Synthesis of diethyl (aryl)(4-oxopiperidin-1-yl)methylphosphonates

The Kabachnik–Fields reaction of 4-piperidone hydrochloride monohydrate, an aromatic aldehyde and triethyl phosphite in the presence of triethylamine and magnesium perchlorate affords diethyl (aryl)(4-oxopiperidin-1-yl)methylphosphonates in moderate yields.

Synthesis of diethyl 4-substituted-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylates as a new series of inhibitors against yeast α-glucosidase

1,4-Dihydropyridine-3,5-dicarboxylate derivatives (1–25) were synthesized in high yields via Hantzsch reaction and evaluated for their α-glucosidase inhibitory activity. Compounds 1, 2, 6–8, 11, 13–15, and 23–25 showed a potent inhibitory activity against yeast α-glucosidase with IC50 values in the range of 35.0–273.7 μM, when compared with the standard drug acarbose (IC50 = 937 ± 1.60 μM). Their structures were characterized by different spectroscopic techniques. The kinetics, selectivity, and toxicity studies on these compounds were also carried out. The kinetic studies on most active compounds 14 and 25 determined their modes of inhibition and dissociation constants Ki. Compound 14 was found to be a non-competitive inhibitor with Ki = 25.0 ± 0.06, while compound 25 was identified as a competitive inhibitor with Ki = 66.0 ± 0.07 μM.

New synthetic protocol for stereoselective synthesis of diethyl 1,2-dicyano-3-alkyl-(aryl)cyclopropane-1,2-dicarboxylate

A new, fast and straightforward method for the one-pot reaction of aromatic and aliphatic aldehydes and dialdehydes with ethyl cyanoacetate and cyanogen bromide was developed to afford stereoselectively diethyl 1,2-dicyano-3-alkyl/arylcyclopropane-1,2-dicarboxylate in excellent yields and short reaction time (about 5 s). The structures were characterized by IR, 1H NMR and 13C NMR spectroscopy. The reaction mechanism was discussed.