23510-95-4Relevant academic research and scientific papers
Catalytic Oxygenative Allylic Transposition of Alkenes into Enones with an Azaadamantane-Type Oxoammonium Salt Catalyst
Nagasawa, Shota,Sasano, Yusuke,Iwabuchi, Yoshiharu
supporting information, p. 10276 - 10279 (2017/08/07)
The first catalytic oxygenative allylic transposition of unactivated alkenes into enones has been developed using an oxoammonium salt as the catalyst. This reaction converts various tri- and trans-disubstituted alkenes into their corresponding enones with transposition of their double bonds at ambient temperature in good yields. The use of a less-hindered azaadamantane-type oxoammonium salt as the catalyst and a combination of two distinct stoichiometric oxidants, namely, iodobenzene diacetate and magnesium monoperoxyphthalate hexahydrate (MMPP?6 H2O) are essential to facilitate the enone formation efficiently.
Synthesis of Ketones and Esters from Heteroatom-Functionalized Alkenes by Cobalt-Mediated Hydrogen Atom Transfer
Ma, Xiaoshen,Herzon, Seth B.
, p. 8673 - 8695 (2016/10/17)
Cobalt bis(acetylacetonate) is shown to mediate hydrogen atom transfer to a broad range of functionalized alkenes; in situ oxidation of the resulting alkylradical intermediates, followed by hydrolysis, provides expedient access to ketones and esters. By modification of the alcohol solvent, different alkyl ester products may be obtained. The method is compatible with a number of functional groups including alkenyl halides, sulfides, triflates, and phosphonates and provides a mild and practical alternative to the Tamao-Fleming oxidation of vinylsilanes and the Arndt-Eistert homologation.
Formation of enehydrazine intermediates through coupling of phenylhydrazines with vinyl halides: Entry into the Fischer indole synthesis
Zhan, Fuxu,Liang, Guangxin
, p. 1266 - 1269 (2013/03/13)
Cut to the chase: Direct formation of an enehydrazine, an intermediate in the classic Fischer indole synthesis, solves the regioselectivity problem associated with indolization. This approach not only achieves selective synthesis of indoles through proper selection of the vinyl halide, but also leads to quick construction of desoxyeseroline and esermethole, as well as the key structural motif in the Akuammiline alkaloid vincorine. Copyright
Discovery of bacterial NAD+-dependent DNA ligase inhibitors: Improvements in clearance of adenosine series
Stokes, Suzanne S.,Gowravaram, Madhusudhan,Huynh, Hoan,Lu, Min,Mullen, George B.,Chen, Brendan,Albert, Robert,O'Shea, Thomas J.,Rooney, Michael T.,Hu, Haiqing,Newman, Joseph V.,Mills, Scott D.
, p. 85 - 89 (2012/03/10)
Optimization of clearance of adenosine inhibitors of bacterial NAD +-dependent DNA ligase is discussed. To reduce Cytochrome P-450-mediated metabolic clearance, many strategies were explored; however, most modifications resulted in compounds wi
Novel Compounds for the Treatment of Diseases Associated with Amyloid or Amyloid-Like Proteins
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Page/Page column 68, (2011/11/30)
The present invention relates to novel compounds that can be employed in the treatment of a group of disorders and abnormalities associated with amyloid protein, such as Alzheimer's disease, and of diseases or conditions associated with amyloid-like proteins. The compounds of the present invention can also be used in the treatment of ocular diseases associated with pathological abnormalities/changes in the tissues of the visual system. The present invention further relates to pharmaceutical compositions comprising these compounds and to the use of these compounds for the preparation of medicaments for treating or preventing diseases or conditions associated with amyloid and/or amyloid-like proteins. A method of treating or preventing diseases or conditions associated with amyloid and/or amyloid-like proteins is also disclosed.
Unified oxidation protocol for the synthesis of carbonyl compounds using a manganese catalyst
Kamijo, Shin,Amaoka, Yuuki,Inoue, Masayuki
experimental part, p. 2475 - 2489 (2010/09/06)
We have developed a unified protocol for the oxidation of ethers, benzylic compounds, and alcohols to carbonyl compounds. The protocol uses catalytic amounts of manganese(II) chloride tetrahydrate and tri(t-butyl)-2,2':6',2Prime;- terpyridine in combination with a stoichiometric amount of either m-chloroperbenzoic acid (MCPBA) or potassium hydrogen peroxysulfate (KHSO 5). A reagent system consisting of the Mn catalyst and MCPBA permitted the chemoselective sp3 C-H oxidation of alkyl ethers and benzylic compounds to generate the corresponding ketones. Alternatively, the water-soluble inorganic salt KHSO5 in combination with the Mn catalyst was used to oxidize alcohols to ketones or carboxylic acids. Importantly, the Mn catalyst/KHSO5 system eliminates technical difficulties associated with the isolation of carboxylic acid products. All the oxidations presented in this feature article proceed at sup-ambient temperature in an aerobic atmosphere, and can therefore be used in practical syntheses of complex organic molecules. Georg Thieme Verlag Stuttgart · New York.
Manganese-catalyzed direct oxidation of methyl ethers to ketones
Kamijo, Shin,Amaoka, Yuuki,Inoue, Masayuki
supporting information; experimental part, p. 486 - 489 (2010/09/04)
Direct C-H oxidation of alkyl ethers into ketones was achieved using 0.1 mol % of MnCl2 and 4, 4′, 4″-tri(tert-butyl)-2, 2′:6′, 2″-terpyridine (tBu-terpy) in the presence of mCPBA. Conversion of methyl ethers into ketones was particularly efficient and chemoselective. Electron-deficient oxygen functionalities survived under the reaction conditions. The present method broadens the utility of methyl ethers as stable protective groups for hydroxy functionalities and as precursors to carbonyl compounds. (Chemical equation presented).
CATALYTIC RADIOFLUORINATION
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Page/Page column 97-98, (2010/11/30)
One aspect of the present invention relates to a method of preparing radio fluorinated substituted alkyl, cycloalkyl, aryl, and alkenyl compounds. In a preferred embodiment, potassium fluoride-18 is used. Another aspect of the invention relates to arylammonium compounds containing fluorine-18 that are useful as imaging agents. In certain embodiments, the ammonium compound is a tetraaryl ammonium salt. Another aspect of the invention relates to arylsulfonium compounds containing fluorine-18 that are useful as imaging agents. In certain embodiments, the sulfonium compound is a triaryl sulfonium salt. Another aspect of the present invention relates to a method of obtaining a positron emission image of a mammal, comprising the steps of administering to a mammal a compound of the invention, and acquiring a positron emission spectrum of the mammal.
CATALYTIC RADIOFLUORINATION
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, (2008/06/13)
One aspect of the present invention relates to a method of preparing radiofluorinated substituted alkyl, cycloalkyl, aryl, and alkenyl compounds. In a preferred embodiment, potassium fluoride-18 is used. Another aspect of the invention relates to piperazine compounds containing fluorine-18 that are useful as imaging agents. In certain embodiments, the piperazine compounds contain a quaternary amine. Another aspect of the invention relates to arylphosphonium compounds containing fluorine-18 that are useful as imaging agents. In certain embodiments, the phosphonium compound is a tetraaryl phosphonium sait. Another aspect of the present invention relates to a method of obtaining a positron emission image of a mammal, comprising the steps of administering to a mammal a compound of the invention, and acquiring a positron emission spectrum of the mammal.
A convenient route for the synthesis of cis-1-substituted 1,2,3,4,4a,5,11,11a-octahydro-6H-pyrido[3,2-b]carbazoles and 4-substituted 1,2,3,4,4a,5,6,11c-octahydro-7H-pyrido[2,3-c] carbazoles as potent dopamine agonists
Awasthi, Keshav K.,Chakrabarty, Ruchika,Saxena, Anil K.
, p. 758 - 769 (2007/10/03)
The cis-1/4 substituted octahydropyrido[(3,2-b)/(2,3-c)]carbazoles have shown potent dopamine agonistic activity in vitro and in vivo. The reported method of their synthesis involves hydrogenation at high temperature and pressure. Some attempts have been
