59838-62-9

Upstream product

• 57857-65-5 3-(1,3-dioxocyclohexyl-2-yl)-1-phenylpropan-1-one 
• 14371-10-9 (E)-3-phenylpropenal 
• 52035-11-7 N-<(3-oxo-2-cyclohexenyl)imino>triphenylphosphorane 
• 504-02-9 1,3-cylohexanedione 
• 3623-15-2 phenyl propargyl ketone 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 768-03-6 Phenyl vinyl ketone 
• 33603-87-1 (Z)-3-chloro-3-phenyl-2-propenal 
• 5220-49-5 3-amino-cyclohex-2-enone 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 1276536-41-4 C₁₇H₁₇NO₃ 
• 1477475-98-1 2-(5-oxo-5,6,7,8-tetrahydroquinolin-2-yl)phenyl acetate 
• 1061305-10-9 (2S)-2-phenyl-2,3,4,6,7,8-hexahydroquinolin-5(1H)-one 
• 1050560-15-0 (2R)-2-phenyl-2,3,4,6,7,8-hexahydroquinolin-5(1H)-one 
• 59838-70-9 2-phenyl-5,6,7,8-tetrahydro-quinolin-5-ol 

Relevant academic research and scientific papers

REACTIONS OF 2-(3'-OXOALKYL)-1,3-CYCLOHEXANEDIONES WITH NITROGENOUS REAGENTS

Condensed 1,4-dihydropyridines, which do not contain a substituent in position 4 and which are formed in the reaction of 2-(3'-oxoalkyl)-1,3-cyclohexanediones with ammonium acetate in acetic acid, undergo disproportionation.Pyridine bases are formed as th

Synthesis, in vitro, and in vivo (Zebra fish) antitubercular activity of 7,8-dihydroquinolin-5(6H)-ylidenehydrazinecarbothioamides

We, herein, describe the synthesis of a series of novel aryl tethered 7,8-dihydroquinolin-5(6H)-ylidenehydrazinecarbothioamides 4a–v, which showed in vitro and in vivo antimycobacterial activity against Mycobacterium tuberculosis (Mtb) H37Rv. The intermed

An unorthodox metal-free synthesis of dihydro-6: H-quinoline-5-ones in ethanol/water using a non-nucleophilic base and their cytotoxic studies on human cancer cell line

A DBU-catalysed metal-free domino reaction strategy has been developed for the facile synthesis of dihydro-6H-quinoline-5-ones. This protocol employs a very expedient route to the synthesis of pyridine frameworks using β-chloro-α,β-unsaturated aldehydes, 1,3-diketones, and ammonium acetate in ethanol : water (1 : 1) solvent under eco-friendly conditions. Diverse types of acyclic and cyclic β-chloro-α,β-unsaturated aldehydes were used to obtain a variety of dihydro-6H-quinoline-5-ones. The mechanism of the domino reaction was established by isolating the intermediate compound, which was subjected to the next step of the reaction to obtain the target product. The structure of the intermediate was established from spectral and single crystal XRD studies. Most of the synthesized dihydro-6H-quinoline-5-one derivatives were found to be cytotoxic to the HeLa cell lines, showing profound cytotoxicity in MTT assays. The DNA fragmentation assay showed no fragmented DNA in the treated sets, which indicated that the compounds did not induce apoptosis of the HeLa cells. In most of the cases, autophagic cell death was evident from fluorescence microscopy studies, though necrosis was also observed in some cases.

Synthetic method of 3-acyl pyridine compound

The invention discloses a 3-acyl pyridine compound synthetic method, which belongs to the technical field of organic synthesis. The synthetic method takes an enaminone compound and an alpha, beta-saturated ketone compound or an alpha, beta-saturated aldeh

Synthesis of Functionalized Pyridines via Cu(II)-Catalyzed One-Pot Cascade Reactions of Inactivated Saturated Ketones with Electron-Deficient Enamines

In this paper, a novel and efficient synthesis of 3-acylpyridines and pyridine-3-carboxylates through the oxidative one-pot sequential reactions of inactivated saturated ketones with electron-deficient enamines is presented. Mechanistically, the formation of the title compounds involves the in situ formation of an enone intermediate through an oxidative dehydrogenation of the saturated ketone substrate, followed by its [3+3] annulation with β-enaminone or β-enaminoester via a cascade process, including Michael addition, aldol type condensation, and oxidative aromatization.

Pd-catalyzed site selective C-H acetoxylation of aryl/heteroaryl/thiophenyl tethered dihydroquinolinones

Described herein is an efficient protocol for the site selective oxidative C-H activation/acetoxylation of a series of 2-aryl/heteroaryl/thiophenyl tethered dihydroquinolinones using palladium acetate as the catalyst and iodobenzene diacetate as an oxidan

Synthesis and antitubercular evaluation of novel substituted aryl and thiophenyl tethered dihydro-6H-quinolin-5-ones

A series of novel aryl and thiophenyl tethered dihydro-6H-quinolin-5-ones have been synthesized in very good yields through CeCl3· 7H2O-NaI catalyzed one-pot condensation of β-enaminones derived from the respective methyl ketones; 1,

Highly efficient and enantioselective hydrogenation of quinolines and pyridines with Ir-Difluorphos catalyst

The combination of the readily available chiral bisphosphine ligand Difluorphos with [Ir(COD)Cl]2 in THF resulted in a highly efficient catalyst system for asymmetric hydrogenation of quinolines at quite low catalyst loadings (0.05-0.002 mol%), affording the corresponding products with high enantioselectivities (up to 96%), excellent catalytic activities (TOF up to 3510 h-1) and productivities (TON up to 43000). The same catalyst was also successfully applied to the asymmetric hydrogenation of trisubstituted pyridines with nearly quantitative yields and up to 98% ee. In these two reactions, the addition of I2 additive is indispensable; but the amount of I2 has a different effect on catalytic performance. The Royal Society of Chemistry 2010.

Highly enantioselective hydrogenation of quinoline and pyridine derivatives with iridium-(P-Phos) catalyst

The use of a chiral iridium catalyst gener-ated in situ from the (cyclooctadiene)iridium chlo-ride dimer, [Ir(COD)Cl]2, the P-Phos ligand [4, 4'-bis(diphenylphosphino)-2, 2', 6, 6'-tetramethoxy-3, 3'-bi-pyridine] and iodine (I2) for the asymmetric hydroge-nation of 2, 6-substituted quinolines and trisubstituted pyridines [2-substituted 7, 8-dihydroquinolin-5(6H)-one derivatives] is reported. The catalyst worked ef-ficiently to hydrogenate a series of quinoline deriva-tives to provide chiral 1, 2, 3, 4-tetrahydroquinolines in high yields and up to 96% ee. The hydrogenation was carried out at high S/C (substrate to catalyst) ratios of 2000-50000, reaching up to 4000 h-1 TOF (turnover frequency) and up to 43000 TON (turn-over number). The catalytic activity is found to be additive-controlled. At low catalyst loadings, de-creasing the amount of additive I2 was necessary to maintain the good conversion. The same catalyst system could also enantioselectively hydrogenate tri-substituted pyridines, affording the chiral hexahydro-quinolinone derivatives in nearly quantitative yields and up to 99% ee. Interestingly, increasing the amount of I2 favored high reactivity and enantiose-lectivity in this case. The high efficacy and enantiose-lectivity enable the present catalyst system of high practical potential.

An improved synthesis of pyridine-thiazole cores of thiopeptide antibiotics

(Figure Presented) The oxidation of 2-methylthiazoles to 2-formylthiazoles simplifies the implementation of the Bagley variant of the Bohlmann-Rahtz reaction as a key step in a concise new route to pyridine cores of thiopeptide antibiotics.