99059-63-9Relevant academic research and scientific papers
The Suzuki-Miyaura reaction as a tool for modification of phenoxyl-nitroxyl radicals of the 4: H -imidazole N -oxide series
Ten, Yury A.,Salnikov, Oleg G.,Amitina, Svetlana A.,Stass, Dmitri V.,Rybalova, Tatyana V.,Kazantsev, Maxim S.,Bogomyakov, Artem S.,Mostovich, Evgeny A.,Mazhukin, Dmitrii G.
, p. 26099 - 26107 (2018)
2-(3,5-Di-tert-butyl-4-hydroxyphenyl)-5-(4-iodophenyl)-4,4-dimethyl-4H-imidazole 3-oxide reacts with phenylboronic acid and its substituted derivatives in a cross-coupling reaction of the Suzuki-Miyaura type to form 5-biphenyl derivatives of 4H-imidazole-N-oxide. Interaction of the same compound with B2(pin)2 in the presence of PdCl2(PPh3)2 proceeds through the formation of intermediate 1,3,2-dioxoborolane and leads to the product of homocoupling: biphenyl-bis(imidazole). Oxidation of the resultant imidazoles with lead dioxide quantitatively yields stable conjugated phenoxyl-nitroxyl mono- and diradicals, which are of interest as electroactive paramagnetic materials. The crystal structure of the monoradical, 2,6-di-tert-butyl-4-[1-oxido-4-(biphenyl-4-yl)-5,5-dimethyl-1H-imidazole-2(5H)-ylidene]cyclohex-2,5-dienone, its magnetic susceptibility, EPR spectra of the obtained hybrid radicals in solution, and cyclic voltammetry characteristics of 4H-imidazoles were studied.
Discovery of dimethyl pent-4-ynoic acid derivatives, as potent and orally bioavailable DGAT1 inhibitors that suppress body weight in diet-induced mouse obesity model
Yu, Tao,Wu, Chengde,Shih, NengYang,Li, Qi,Chan, Chichung,Pan, He,Yao, Dan,Pan, Yan,Liang, Wei,Shen, Liang,Zhao, Hui,Li, Jian,Chen, Shuhui
, p. 1686 - 1692 (2018)
Diacylglycerol acyltransferase (DGAT) is expressed abundantly in intestine, liver, and adipose tissues. DGAT1 is the crucial and rate-limiting enzyme that mediates the final step in triacylglycerol (TAG) resynthesis during dietary fat absorption. However, too much triacylglycerol (TAG) reserve will lead to genetic obesity (Hubert et al., 2000). DGAT1 knockout mice could survive and displayed a reduction in the postprandial rise of plasma TG, and increased sensitivity of insulin and leptin. Here we report the discovery and characterization of a novel selective DGAT1 inhibitor 29 to potentially treat obesity. Compound 29 showed lipid lowering effect in mouse lipid tolerance test (LTT) and also reduced body weight in DIO mice without observable liver damage.
Rhodium-Catalyzed Direct Ortho C-H Arylation Using Ketone as Directing Group with Boron Reagent
Zhang, Bing,Wang, Huai-Wei,Kang, Yan-Shang,Zhang, Ping,Xu, Hua-Jin,Lu, Yi,Sun, Wei-Yin
supporting information, p. 5940 - 5943 (2017/11/10)
A general method for selective ortho C-H arylation of ketone, with boron reagent enabled by rhodium complexes with excellent yields, is developed. The transformation is characterized by the use of air-stable Rh catalyst, high monoarylation selectivity, and excellent yields of most of the substrates.
A Convenient Ruthenium-Catalysed α-Methylation of Carbonyl Compounds using Methanol
Dang, Tuan Thanh,Seayad, Abdul Majeed
supporting information, p. 3373 - 3380 (2016/11/13)
An efficient ruthenium catalyst is reported, for the first time, to catalyse the α-methylation of ketones and esters using methanol as a green methylating agent. The in situ generated catalyst from the complexes [RuCp*Cl2]2or [RuCp*Cl2]nwith dpePhos provided up to quantitative yields in the presence of only 20 mol% of lithium tert-butoxide (LiO-t-Bu) as a base. Regioselective mono- or multi-methylation could be effectively controlled by temperature. This catalyst system was also effective for the one-pot sequential α-alkylation–α-methylation of methyl ketones and conjugate reduction–α-methylation of α,β-unsaturated ketones to synthesise α-branched ketones. An application of the α-methylation of esters using the ruthenium catalyst was demonstrated for an alternative catalytic synthesis of Ketoprofen. (Figure presented.).
Palladium-catalyzed addition of potassium aryltrifluoroborates to aliphatic nitriles: Synthesis of alkyl aryl ketones, diketone compounds, and 2-arylbenzo[b]furans
Wang, Xingyong,Liu, Miaochang,Xu, Long,Wang, Qingzong,Chen, Jiuxi,Ding, Jinchang,Wu, Huayue
, p. 5273 - 5281 (2013/07/26)
A palladium-catalyzed addition of potassium aryltrifluoroborates to aliphatic nitriles has been developed, leading to a wide range of alkyl aryl ketones with moderate to excellent yields. Moreover, several dinitriles (e.g., malononitrile, glutaronitrile, and adiponitrile) were applicable to this process for the construction of 1,3-, 1,5-, or 1,6-dicarbonyl compounds. The scope of the developed approach is successfully explored toward the one-step synthesis of 2-arylbenzo[b]furans via sequential addition and intramolecular annulation reactions. The methodology accepted a wide range of substrates and is applicable to library synthesis.
NOVEL CYCLOPROPANE INDOLINONE DERIVATIVES
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Page/Page column 32, (2011/06/26)
The present invention relates to a compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R4 have the significance given in claim 1. The compound may be used, for example, for the treatment or prophylaxis of obesity, hyperglycemia, dyslipidemia, and type 1 or type 2 diabetes,
SPIRO INDOLE - CYCLOPROPANE INDOLINONES USEFUL AS AMPK MODULATORS
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Page/Page column 64-65, (2011/06/26)
A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R4 have the significance given in claim 1, can be used as a modulator of AMPK.
NOVEL CYCLOPROPANE INDOLINONE DERIVATIVES
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Page/Page column 67-68, (2011/06/26)
A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R4 have the significance given in claim 1, can be used as a medicament.
