23652-90-6

Upstream product

• 1008-75-9 3-methyl-5-phenylisoxazole 
• 57-13-6 urea 
• 93-91-4 1-phenylbutan-1,3-dione 
• 7664-41-7 ammonia 
• 18295-60-8 propargyl magnesium bromide 
• 611-74-5 N,N-dimethylbenzamide 
• 133931-48-3 benzoyl acetone 
• 917-54-4 methyllithium 
• 164587-92-2 Z-3-t-butyldimethylsiloxycinnamonitrile 
• 34075-91-7 benzoylacetonatoboron difluoride 
• 1111-78-0 ammonium carbamate 
• 34523-87-0 3-(dimethylamino)-1-phenylbut-2-en-1-one 
• 98-86-2 acetophenone 
• 75-05-8 acetonitrile 

Downstream Products

• 1226-92-2 1-phenyl-3-benzoylamino-2-buten-1-one 
• 23652-96-2 N-(1-methyl-3-oxo-3-phenyl-propenyl)-acetamide 
• 5220-61-1 (2-methylpyridin-3-yl)(phenyl)methanone 
• 16232-41-0 2-hydroxy-6-methyl-4-phenyl-nicotinonitrile 
• 35929-88-5 3-benzoyl-2-methyl-4-phenyl-1,4-dihydro-indeno[1,2-b]pyridin-5-one 
• 4240-97-5 2-hydroxy-4-methyl-6-phenyl-nicotinonitrile 
• 27337-94-6 1,4-dimethyl-2-oxo-6-phenyl-1,2-dihydro-pyridine-3-carbonitrile 
• 260247-89-0 (2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)(phenyl)methanone 
• 28994-53-8 2-ethoxy-2,4-dimethyl-6-phenyl-2H-[1,3]oxazine 
• 63205-26-5 3-(Trichloracetamido)-1-phenyl-2-buten-1-on 
• 140706-32-7 3,7-diphenyl-2-hydroxy-5-methylpyrazolo<1,5-a>pyrimidine 
• 22192-06-9 3-benzoyl-2,6-dimethyl-4(1H)-pyridone 
• 113123-52-7 3-benzoyl-4-methyl-6-phenyl-2(1H)-pyridone 
• 102252-88-0 5-benzoyl-6-methyl-2(1H)-pyridinone 

Relevant academic research and scientific papers

A novel one-pot method for the synthesis of substituted furopyridines: Iodine-mediated oxidation of enaminones by tandem metal-free cyclization

A novel iodine-mediated oxidative tandem cyclization reaction of simple enaminones has been developed for the synthesis of substituted furopyridines through C-C/C-N/C-O bond formation in a one-pot procedure. Substituted furopyridines are obtained in moder

Direct C-arylation of β-enamino esters and ketones with arynes

(Chemical Equation Presented) An efficient, mild, and general method for the C-arylation of β-enamino esters and ketones with arynes has been developed. This methodology provides a facile and direct access to a variety of substituted aromatic β-enamino co

Phosphorescent ?C* Cyclometalated PtII Dibenzofuranyl-NHC Complexes - An Auxiliary Ligand Study

Neutral ?C* cyclometalated PtII NHC complexes have recently emerged as a new class of phosphorescent emitters with high quantum efficiencies, short decay lifetimes and high thermal stability, which makes them promising candidates for OLED applications. Herein, we report investigations on the photophysical properties of seven new PtII complexes containing a chelating NHC dibenzofuranyl ligand (3-methyl-1-dibenzo[b,d]furan-4- ylimidazole) and a bidentate monoanionic auxiliary ligand. All complexes have been fully characterized including extensive NMR studies (COSY, HSQC, HMBC, NOESY, 195Pt NMR), three of them also by solid-state structures. The extraordinary influence of the auxiliary ligands on the photoluminescence properties is demonstrated by quantum yields ranging from 0 % to 91 % in amorphous PMMA films at room temperature. DFT calculations were performed in order to investigate the nature of the emissive states in more detail. Copyright

Metal-Free Cascade Annulation Approach for Modular Assembly of Alkynyl/Benzoyl Functionalized Quinolines

A concise and efficient synthetic method for alkynyl quinolines through TfOH-promoted cascade 1,4-conjugate addition/intramolecular annulation/aromatization process is established. By virtue of reactive aza-o-AQM (in situ generated from modular propargylamine), this reaction proceeds smoothly to afford a variety of alkynyl quinolines in good to excellent yields. This transition-metal-free process features halogen groups tolerance, such as the ?Cl, ?Br, and ?I groups; thus, this protocol circumvents the inherent shortcomings of the existing Sonogashira coupling of halogenated quinolines.

Structure-Activity Relationship Studies of Tetrahydroquinolone Free Fatty Acid Receptor 3 Modulators

Free fatty acid receptor 3 (FFA3, previously GPR41) is activated by short-chain fatty acids, mediates health effects of the gut microbiota, and is a therapeutic target for metabolic and inflammatory diseases. The shortage of well-characterized tool compounds has however impeded progress. Herein, we report structure-activity relationship of an allosteric modulator series and characterization of physicochemical and pharmacokinetic properties of selected compounds, including previous and new tools. Two representatives, 57 (TUG-1907) and 63 (TUG-2015), showed improved solubility and preserved potency. Of these, 57, with EC50 = 145 nM and a solubility of 33 μM, showed high clearance in vivo but is a preferred tool in vitro. In contrast, 63, with EC50 = 162 nM and a solubility of 9 μM, showed lower clearance and seems better suited for in vivo studies. Using 57, we demonstrate for the first time that FFA3 activation leads to calcium mobilization in murine dorsal root ganglia.

Synthesis of Thiazoles and Isothiazoles via Three-Component Reaction of Enaminoesters, Sulfur, and Bromodifluoroacetamides/Esters

A three-component strategy for the synthesis of thiazoles and isothiazoles has been developed by employing enaminoesters, fluorodibromoiamides/ester, and sulfur. The thiazoles and isothiazoles were formed via two C-F bond cleavages along with the formation of new C-S, C-N, and N-S bonds. The strategy provides high selectivity for the synthesis of thiazoles/isothiazoles, which have vital applications in drug discovery and development.

Metal-Free Method for Direct Synthesis of Functionalized β-Ketoenamines

A new method for direct synthesis of β-ketoenamines was developed by a BF3·OEt2-catalyzed cyclization of 1-iodoalkyne and α-keto acid followed by an amine-mediated ring-opening in one pot. Its metal-free conditions allowed the easy synthesis of those products bearing the transition metal-sensitive functional groups. Its three-component process achieved wide range of functionalized products.

Electrochemical behaviour of amino substituted β-amino α,β-unsaturated ketones: A computational chemistry and experimental study

The synthesis, identification and electrochemical properties are reported here, for a series of five novel and seven known amino substituted β-amino α,β-unsaturated ketones (bidentate N,O-ligands) of the type CH3COCHC(NHR)CH3, where R = H, Ph, CH2Ph, CH(CH3)2, p-CF3-Ph or p-tBu-Ph (Series 1), as well as type PhCOCHC(NHR)CH3, where R = H, Ph, p-NO2-Ph, 3,5-di-Cl-Ph, 2-CF3-4-Cl-Ph, and also PhCOCHC(NHPh)CF3 (Series 2). The cyclic voltammograms measured in CH3CN, generally exhibit both a chemically and electrochemically irreversible reduction peak between ?1.2 V and ?3.1 V vs FcH/FcH+, producing an unstable radical anion, for most of these 1,3-amino ketones. Only ligands PhCOCHC(NHPh)CH3, PhCOCHC(NHPh)CF3 and PhCOCHC(NH(p-NO2-Ph))CH3, showed reversible electrochemical behaviour, at higher scan rates. Density functional theory (DFT) calculations proved the unpaired spin density in the radical anion to be distributed over the pseudo-aromatic O–C–C–C–N backbone of the 1,3-amino ketones, extending further over the phenyl rings of the phenyl-containing ligands. Various DFT calculated energies, such as the energy of the lowest unoccupied molecular orbital (the orbital into which the electron is added upon reduction), as well as the DFT calculated gas phase adiabatic electron affinities, relate linearly to the experimentally measured reduction potential. These obtained linear relationships confirmed that good communication via conjugation exists, between the R substituent on the amino group and the rest of the 1,3-amino ketone.

Cyclization of Ketones with Nitriles under Base: A General and Economical Synthesis of Pyrimidines

A facile, general, and economical synthesis of diversely functionalized pyrimidines has been realized under basic conditions via the copper-catalyzed cyclization of ketones with nitriles. The reaction proceeds via a novel pathway involving the nitriles ac

Asymmetric Hydrogenation of Isoxazolium Triflates with a Chiral Iridium Catalyst

The iridium catalyst [IrCl(cod)]2–phosphine–I2(cod=1,5-cyclooctadiene) selectively reduced isoxazolium triflates to isoxazolines or isoxazolidines in the presence of H2. The iridium-catalyzed hydrogenation proceeded in high-to-good enantioselectivity when an optically active phosphine–oxazoline ligand was used. The 3-substituted 5-arylisoxazolium salts were transformed into 4-isoxazolines with up to 95:5 enantiomeric ratio (e.r.). Chiral cis-isoxazolidines were obtained in up to 89:11 e.r., with no formation of their trans isomers, when the substrates had a primary alkyl substituent at the 5-position. The mechanistic studies indicate that the hydridoiridium(III) species prefers to deliver its hydride to the C5 atom of the isoxazole ring. The hydride attack leads to the formation of the chiral isoxazolidine via a 3-isoxazoline intermediate. Meanwhile, in the selective formation of 4-isoxazolines, hydride attack at the C5 atom may be obstructed by steric hindrance from the 5-aryl substituent.