17282-40-5Relevant academic research and scientific papers
Design, Synthesis, and Biological Evaluation of 6-Substituted-3-(4-methanesulfonylphenyl)-4-phenylpyran-2-ones: A Novel Class of Diarylheterocyclic Selective Cyclooxygenase-2 Inhibitors
Rao, P.N. Praveen,Amini, Mohsen,Li, Huiying,Habeeb, Amgad G.,Knaus, Edward E.
, p. 4872 - 4882 (2003)
A group of 6-alkyl (alkoxy or alkylthio)-4-aryl-3-(4-methanesulfonylphenyl)pyran-2-ones (14a-v), possessing either a H or F substituent at the para-position of the C-4 phenyl ring, were designed for evaluation as selective cyclooxygenase-2 (COX-2) inhibit
Synthesis of 2-methyl-1,4-naphthoquinones with higher gamma-glutamyl carboxylase activity than MK-4 both in vitro and in vivo
Vermeer, Cees,van ‘t Hoofd, Cynthia,Knapen, Marjo H.J.,Xanthoulea, Sofia
, p. 208 - 211 (2017)
Vitamin K is the collective term for compounds that share a 2-methyl-1,4-naphthoquinone ring, but differ in the side-chain at the 3-position. We synthesized novel 2-methyl-1,4-naphthoquinone derivatives with different side chain length at the 3-position. Derivatives with C-14 and C-16 tails showed the highest in vitro bioactivity resulting in 2.5 and 2-fold higher carboxylated osteocalcin synthesis in MG63 cells than menaquinone-4 (MK-4, form of vitamin K2). Longer side chain lengths resulted in lower bioactivity. The in vivo vitamin K activity of the C-14 tail derivative was further tested in WKY rats receiving a vitamin K-deficient diet that resulted in a 40% decrease of prothrombin activity. The C-14 tail derivative was able to counteract the effects on vitamin K deficiency induced by the diet and resulted in the complete restoration of prothrombin activity. Compared to naturally occurring forms of vitamin K, synthetic vitamin K derivatives may have higher bioactivity and different pharmacological characteristics that are more favorable for use as supplements or in clinical settings.
Deep oxidative desulfurization of fuels in the presence of Br?nsted acidic polyoxometalate-based ionic liquids
Akopyan, Argam,Eseva, Ekaterina,Glotov, Aleksandr,Kedalo, Anastasia,Polikarpova, Polina,Vutolkina, Anna
, (2020)
Polyoxometalate-based ionic liquid hybrid materials with a pyridinium cation, containing Br?nsted acid sites, were synthesized and used as catalysts for the oxidation of model and real diesel fuels. Keggin-type polyoxometalates with the formulae [PMo12O40]3?, [PVMo11O40]4?, [PV2Mo10O40]4?, [PW12O40]3? were used as anions. It was shown that increasing the acid site strength leads to an increase of dibenzothiophene conversion to the corresponding sulfone. The best results were obtained in the presence of a catalyst, containing a nicotinic acid derivative as cation and phosphomolybdate as anion. The main factors affecting the process consisting of catalyst dosage, temperature, reaction time, oxidant dosage were investigated in detail. Under optimal conditions full oxidation of dibenzothiophene and more than a 90% desulfurization degree of real diesel fuel (initial sulfur content of 2050 ppm) were obtained (the oxidation conditions: NK-1 catalyst, molar ratio H2O2:S 10:1, molar ratio S:Mo 8:1, 1 mL MeCN, 70 °C, 1 h). The synthesized catalysts could be used five times with a slight decrease in activity.
Fluorescent single-walled carbon nanotubes following the 1,3-dipolar cycloaddition of pyridinium ylides
Bayazit, Mustafa K.,Coleman, Karl S.
, p. 10670 - 10676 (2009)
Pyridinium ylides generated from simple Kroehnke salts undergo a 1,3-dipolar cycloaddition to single-walled carbon nanotubes (SWNTs) offering a simple and convenient method for the covalent modification of carbon nanotubes. The indolizine functionalized SWNTs generated, emit blue light when excited at 335 nm. The location and distribution of the functional groups was determined by AFM using electrostatic interactions with gold nanoparticles. While resonance Raman spectroscopy showed that the 1,3-dipolar cylcloaddition of the pyridinium ylides to the nanotube surface was selective for metallic and large diameter semiconducting SWNTs. The indolizine functionalized SWNTs were further characterized using FTIR, UV-vis-NIR, TGA-MS, and XPS.
Unified Synthesis of Azepines by Visible-Light-Mediated Dearomative Ring Expansion of Aromatic N-Ylides
Mailloux, Matthew J.,Fleming, Gabrielle S.,Kumta, Shruti S.,Beeler, Aaron B.
supporting information, p. 525 - 529 (2021/01/26)
Herein, we report a unified approach to azepines by dearomative photochemical rearrangement of aromatic N-ylides. Deprotonation of quaternary aromatic salts with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or N,N,N′,N'-tetramethylquanidine (TMG) under visible light irradiation provides mono- and polycyclic azepines in yields up to 98%. This ring-expansion presents a new mode of access to functionalized azepines from N-heteroarenes using two straightforward steps and simple starting materials.
-Annulation of gem-Difluoroalkenes and Pyridinium Ylides: Access to Functionalized 2-Fluoroindolizines
Zhang, Jun-Qi,Hu, Dandan,Song, Jinyu,Ren, Hongjun
, p. 4646 - 4660 (2021/04/06)
A [3 + 2]-annulation of gem-difluoroalkenes and pyridinium ylides was developed employing ambient air as the sole oxidant in an open-vessel manner, affording a series of multifunctionalized 2-fluoroindolizines in moderate to good yields. In this reaction, gem-difluoroalkene acts as a C2 synthon and entirely avoids the competitive addition-elimination process, which provides facile access to 2-fluoroindolizines.
Synthetic method and application of indolizine compounds
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Paragraph 0034; 0038-0040, (2020/11/26)
A synthetic method of the indolizine compound comprises the following steps: mixing a benzopyrone derivative, a bromopyridinium salt derivative, alkali and a solvent in a 10ml round-bottom flask, andstirring the mixture for 2-48 hours at the temperature of 25 DEG C and 100 DEG C; after the reaction is finished, purifying the crude product through silica gel chromatography to obtain a target compound with a structural formula shown as the formula I.
DMAP-Catalyzed Annulation Approach for Modular Assembly of Furan-Fused Chromenes
He, Xinwei,Li, Ruxue,Choy, Pui Ying,Liu, Tianyi,Wang, Junya,Yuen, On Ying,Leung, Man Pan,Shang, Yongjia,Kwong, Fuk Yee
supporting information, p. 9444 - 9449 (2020/12/21)
With a tandem DMAP-catalyzed reaction between o-AQM, in which it is generated in situ from propargylic amine, and acyl carbene surrogate (from pyridinium ylide), a variety of polyarylated chromenes are assembled in good yields. This process does not require transition-metal catalyst and exhibits easy manipulation of the arene group and good functional group compatibility, particularly the -Br group which can be further transformed to other functionalities by cross-coupling reactions. The modular feature of o-AQM substrates and the simple operation procedures add further advantages to this synthetic method.
External oxidant-free oxidation/[3+2] cycloaddition/aromatization cascade: Electrochemical synthesis of polycyclic N-heterocycles
Wang, Qiang,Yuan, Ting,Liu, Qiang,Xu, Yong,Xie, Guanqun,Lv, Xin,Ding, Shujiang,Wang, Xiaoxia,Li, Chen
supporting information, p. 8398 - 8401 (2019/07/22)
Here, we describe an efficient and environmentally friendly synthesis of polycyclic N-heterocycles under electrochemical external oxidant-free conditions. The extent of the sequential electrochemical oxidative aromatization can be regulated with the assistance of redox mediators.
Method of preparing 4,5-disubstituted 1,2,3-triazole with pyridinium salt
-
Paragraph 0021-0034; 0041-0042, (2018/09/08)
The invention relates to a method of synthesizing a 4,5-disubstituted 1,2,3-triazole compound. The method comprises the following step of by taking pyridine, halohydrocarbon, sulfonic ester, aldehydeand sodium azide as raw materials, and performing room-temperature reaction with a one-pot method. The synthetic method does not need a metal-containing catalyst, has the advantages of high yield of synthetic products, mild reaction condition, good functional group compatibility and the like, is simple in operation step, mild in reaction condition and wide in application range of a substrate, hasinnovativeness and a potential practical value and is suitable for industrial production.
