- Bimetallic Au-Pd nanochain networks: Facile synthesis and promising application in biaryl synthesis
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A simple and facile method is described for the morphology-controlled synthesis of bimetallic Au-Pd alloyed nanochain networks (NNCs) that show high catalytic performance for the Ullmann intermolecular homocoupling of aromatic or alkyl halides (X = I, Br, Cl) in aqueous media and can be reused at least five times, which can also be applied to intramolecular homocoupling.
- Wang, Zheng-Jun,Wang, Xia,Lv, Jing-Jing,Feng, Jiu-Ju,Xu, Xinhua,Wang, Ai-Jun,Liang, Zhiwu
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p. 3894 - 3899
(2017/07/12)
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- An electroluminescent compound and an electroluminescent device comprising the same
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The present invention relates to an organic light emitting compound, which is used in an organic electroluminescent device and represented by chemical formula 1. When the compound is used as a phosphorescent host compound in a hole transportable layer or a luminous layer, it is possible to embody an organic electroluminescent device with excellent luminescent properties such as driving voltage, luminance, and long lifespan.COPYRIGHT KIPO 2016
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Paragraph 0101; 0116-0119
(2016/10/07)
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- Structure-activity relationship studies of indole-based compounds as small molecule HIV-1 fusion inhibitors targeting glycoprotein 41
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We previously described indole-containing compounds with the potential to inhibit HIV-1 fusion by targeting the hydrophobic pocket of transmembrane glycoprotein gp41. Here we report optimization and structure-activity relationship studies on the basic scaffold, defining the role of shape, contact surface area, and molecular properties. Thirty new compounds were evaluated in binding, cell-cell fusion, and viral replication assays. Below a 1 μM threshold, correlation between binding and biological activity was diminished, indicating an amphipathic requirement for activity in cells. The most active inhibitor 6j exhibited 0.6 μM binding affinity and 0.2 μM EC50 against cell-cell fusion and live virus replication and was active against T20 resistant strains. Twenty-two compounds with the same connectivity displayed a consensus pose in docking calculations, with rank order matching the biological activity. The work provides insight into requirements for small molecule inhibition of HIV-1 fusion and demonstrates a potent low molecular weight fusion inhibitor.
- Zhou, Guangyan,Sofiyev, Vladimir,Kaur, Hardeep,Snyder, Beth A.,Mankowski, Marie K.,Hogan, Priscilla A.,Ptak, Roger G.,Gochin, Miriam
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supporting information
p. 5270 - 5281
(2014/07/08)
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- 2-(1-benzotriazolyl)pyridine: A robust bidentate ligand for the palladium-catalyzed C-C (Suzuki, Heck, Fujiwara-Moritani, Sonogashira), C-N and C-S coupling reactions
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A new class of bidentate ligand, 1-(pyridine-2-yl)-1H-benzo[d][1,2,3] triazole has been designed and employed for the palladium-catalyzed C-C (Suzuki, Heck, Fujiwara-Moritani, and Sonogashira), C-N and C-S coupling reactions. The ligand was found to be inexpensive, thermally stable, easy to synthesize from easily accessible starting materials on a multigram scale, show simplicity in use, and robustness in application, making this ligand effective for different coupling reactions. Suitably, the donor ability of the N=N bond of the benzotriazole ring and lone pair of electrons on the N of the pyridine ring enhance the bidentate ability of the ligand.
- Verma, Akhilesh K.,Jha, Rajeev R.,Chaudhary, Ritu,Tiwari, Rakesh K.,Danodia, Abhinandan K.
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p. 421 - 438
(2013/05/08)
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- FeCl3 catalyzed barbier homocoupling reaction for synthesis of symmetric biaryls
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Aseries of biaryls and biheteroaryls were synthesized by the Barbier reaction of aryl bromide withmagnesium powder and 1,2-dibromoethane in the presence of FeCl3 in THF under reflux reaction condition. The catalytic system differentiates itself fromother homocoupling reactions catalyzed by iron salts in that it requires neither the preliminary preparation of Grignard reagent nor the addition of an oxidant.
- Lee, Adam Shih-Yuan,Chen, Pin-Lung,Chang, Yu-Ting,Tsai, Heng-Tser
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experimental part
p. 452 - 454
(2012/07/03)
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- Benzotriazol-1-ylmethanol: An excellent bidentate ligand for the copper/palladium-catalyzed C-N and C-C coupling reaction
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An efficient benzotriazole based N,O bidentate ligands for the Cu-catalyzed N-arylation of π-excessive nitrogen heterocycles is described. This ligand accomplishes C-N coupling of Nheterocycles and C-C coupling of boronic acids with a variety of hindered, functionalized aryl/heteroaryl halides under mild reaction conditions in good to excellent yields. Using his ligand C-N and C-C (Suzuki) couplings with bromoarenes could be conducted with less catalyst loading. A wide array of deactivated and hindered aryl halides react cleanly to afford the functionalized biaryl derivatives in high yields. ARKAT-USA, Inc.
- Jha, Rajeev R.,Singh, Jaspal,Tiwari, Rakesh K.,Verma, Akhilesh K.
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p. 228 - 248
(2013/02/23)
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- Suzuki-Miyaura reactions of the soluble guanylate cyclase inhibitor NS2028: A non-product specific route to C-8 substituted analogues
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Both soluble guanylate cyclase (sGC) inhibitors ODQ 1 and NS2028 2 are synthesized via improved protocols. In the former case treating 3,4-dihydroquinoxalin-2(1H)-one oxime 8, which can be prepared in two steps from 1,2-benzenediamine, with 1,1′-carbonyldiimidazole (CDI) gives the dihydro-ODQ 10 that in the presence of KMnO4 oxidises to give ODQ 1 in an overall yield of 46% starting from 1,2-benzenediamine. In the latter case, the synthesis affords NS2028 2 from 2-amino-4-bromophenol 3 in three steps with an overall yield of 85% and avoids the need for chromatography. Furthermore, Suzuki-Miyaura reaction conditions are described that enable the preparation of 8-aryl and 8-heteroaryl derivatives of NS2028 directly from NS2028 2. Finally, demethylation of the 8-(methoxyphenyl) substituted analogues afforded the 8-(hydroxyphenyl) derivatives 40-42. All new products are fully characterised.
- Berezin, Andrey A.,Koutentis, Panayiotis A.
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experimental part
p. 4069 - 4078
(2011/06/24)
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- Synthesis of some new biheterocycles by a one-pot Suzuki-Miyaura coupling reaction
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Halogenated indoles, benzofurans and flavones were subjected to a one-pot Suzuki-Miyaura coupling reaction to generate a series of new biheterocycles. The methodology may be readily adapted to the synthesis of a wide variety of substituted biheterocycles.
- Deodhar, Mandar,Black, David Stc.,Shiu-Hin Chan, Daniel,Kumar, Naresh
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experimental part
p. 1267 - 1274
(2010/10/05)
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- Efficient homo-coupling reactions of heterocyclic aromatic bromides catalyzed by Pd(OAc)2 using indium
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Homo-coupling reactions of heterocyclic aromatic bromides smoothly proceeded with cat-Pd(OAc)2, indium, and LiCl in DMF to afford exclusively symmetric biaryls possessing heterocyclic aromatic ring in good to excellent yields.
- Lee, Kooyeon,Lee, Phil Ho
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p. 4302 - 4305
(2008/09/21)
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- Highly efficient monophosphine-based catalyst for the palladium-catalyzed Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters
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A highly active and efficient catalyst system derived from a palladium precatalyst and monophosphine ligands 1 or 2 for the Suzuki-Miyaura cross-coupling reaction of heteroaryl boronic acids and esters has been developed. This method allows for the preparation of a wide variety of heterobiaryls in good to excellent yields and displays a high level of activity for the coupling of heteroaryl chlorides as well as hindered aryl and heteroaryl halides. Specific factors that govern the efficacy of the transformation for certain heterocyclic motifs were also investigated.
- Billingsley, Kelvin,Buchwald, Stephen L.
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p. 3358 - 3366
(2007/10/03)
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- Electroreductive coupling of organic halides in alcoholic solvents. An example: The electrosynthesis of biaryls catalysed by nickel-2,2' bipyridine complexes
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Alcohols like methanol or ethanol are suitable solvents for achieving the electrosynthesis of biaryls from aryl halides according to a procedure which involves a catalysis by nickel-2,2'-bipyridine complexes. All electrolyses were carried out at constant current in an undivided cell fitted with an iron or duralumin sacrificial anode.
- Courtois, Valerie,Barhdadi, Rachid,Troupel, Michel,Perichon, Jacques
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p. 11569 - 11576
(2007/10/03)
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- THE COUPLING OF ORGANIC GROUPS BY THE ELECTROCHEMICAL REDUCTION OF ORGANIC HALIDES: CATALYSIS BY 2,2'-BIPYRIDINENICKEL COMPLEXES
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The electrochemical reduction of a dilute solution of NiX2bipy (bipy = 2,2'-bipyridine) in N-methylpyrrolidone gives the corresponding Ni0 complex, which undergoes oxidative addition with an excess of an organic halide RX to form RNiX.Decomposition of RNiX gives the dimer R2 in good yield and nickel(II).The nickel(0) species is regenerated to give an electrocatalytic process.The possible mechanism of these reactions is discussed briefly.
- Rollin, Yolande,Troupel, Michel,Tuck, Dennis G.,Perichon, Jacques
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p. 131 - 138
(2007/10/02)
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