29417-83-2Relevant academic research and scientific papers
Diradicals Photogeneration from Chloroaryl-Substituted Carboxylic Acids
Di Terlizzi, Lorenzo,Protti, Stefano,Ravelli, Davide,Fagnoni, Maurizio
supporting information, (2022/04/09)
With the aim of generating new, thermally inaccessible diradicals, potentially able to induce a double-strand DNA cleavage, the photochemistry of a set of chloroaryl-substituted carboxylic acids in polar media was investigated. The photoheterolytic cleavage of the Ar?Cl bond occurred in each case to form the corresponding triplet phenyl cations. Under basic conditions, the photorelease of the chloride anion was accompanied by an intramolecular electron-transfer from the carboxylate group to the aromatic radical cationic site to give a diradical species. This latter intermediate could then undergo CO2 loss in a structure-dependent fashion, according to the stability of the resulting diradical, or abstract a hydrogen atom from the medium. In aqueous environment at physiological pH (pH=7.3), both a phenyl cation and a diradical chemistry was observed. The mechanistic scenario and the role of the various intermediates (aryl cations and diradicals) involved in the process was supported by computational analysis.
C?Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes
Chrostowska, Anna,Lamine, Walid,Li, Bo,Liu, Shih-Yuan,Miqueu, Karinne,Sotiropoulos, Jean-Marc,Wang, Ziyong,Wu, Jason
supporting information, p. 21231 - 21236 (2021/09/02)
A new family of carbon-bound boron enolates, generated by a kinetically controlled halogen exchange between chlorocatecholborane and silylketene acetals, is described. These C?boron enolates are demonstrated to activate 1,3-enyne substrates in the presence of a Pd0/Senphos ligand complex, resulting in the first examples of a carboboration reaction of an alkyne with enolate-equivalent nucleophiles. Highly substituted dienyl boron building blocks are produced in excellent site-, regio-, and diastereoselectivity by the described catalytic cis-carboboration reaction.
Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides
Li, Zijian,Sun, Wenxuan,Wang, Xianxu,Li, Luyang,Zhang, Yong,Li, Chao
supporting information, p. 3536 - 3543 (2021/03/08)
As alcohols are ubiquitous throughout chemical science, this functional group represents a highly attractive starting material for forging new C-C bonds. Here, we demonstrate that the combination of anodic preparation of the alkoxy triphenylphosphonium ion and nickel-catalyzed cathodic reductive cross-coupling provides an efficient method to construct C(sp2)-C(sp3) bonds, in which free alcohols and aryl bromides - both readily available chemicals - can be directly used as coupling partners. This nickel-catalyzed paired electrolysis reaction features a broad substrate scope bearing a wide gamut of functionalities, which was illustrated by the late-stage arylation of several structurally complex natural products and pharmaceuticals.
FUNGICIDAL COMPOSITIONS
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Page/Page column 85; 87; 93, (2020/05/13)
A fungicidal composition comprising a mixture of components (A) and (B), wherein component (A) is a 8-fluoroquinoline-3-carboxamide of formula I and component (B) is selected from the group consisting of pydiflumetofen, benzovindiflupyr, difenoconazole, hexaconazole, azoxystrobin, fludioxonil, cyprodinil, fluazinam, isopyrazam, pyroquilon, tricyclazole, chlorothalonil, propiconazole, aminopyrifen, penconazole, prothioconazole, mancozeb, fenproprimorph, fenpropidin, sulphur and Bacillus subtilis strains, as well as to the use of the compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably, fungi.
Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins
Alkayal, Anas,Buckley, Benjamin R.,Malkov, Andrei V.,Montanaro, Stephanie,Tabas, Volodymyr,Wright, Iain A.
supporting information, (2020/02/13)
The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.
Palladium catalyzed hydroesterification of substituted alkenes under microwave conditions
Du Plessis, Maretha,Marais, Charlene,Bezuidenhoudt, Barend C. B.
supporting information, p. 40 - 48 (2020/09/16)
While several catalyst systems have been utilized in the hydroesterification or methoxycarbonylation of alkenes or equivalent substrates, these reactions are conventionally performed in autoclave reactor systems under high CO pressure (20-70 bar) and thermal heating (70 - 110 oC). In this paper, the first methoxycarbonylation reactions performed in a microwave reactor fitted with a gas-Addition accessory system are reported on and compared to the same reactions performed under conventional heating in an autoclave reactor. Thus 1-octene, styrene, allylbenzene, o-and p-methoxyallylbenzene and β-methylstyrene were subjected to methoxycarbonylation over a palladium acetate-aluminum triflate catalyst system at 12 bar and 95 oC. Results obtained indicated the methoxycarbonylation of these alkenes to be much faster under microwave conditions when compared to conventional heating and improvements in conversion ranged between 3 and 5% for the more reactive substrates (1-octene and styrene) and 6 - 20% for the allylbenzenes and β-methylstyrene.
A general platinum-catalyzed alkoxycarbonylation of olefins
Beller, Matthias,Dühren, Ricarda,Franke, Robert,Ge, Yao,Huang, Weiheng,Jackstell, Ralf,Liu, Jiawang,Neumann, Helfried,Schneider, Carolin,Yang, Ji
supporting information, p. 5235 - 5238 (2020/07/30)
Hydroxy- and alkoxycarbonylation reactions constitute important industrial processes in homogeneous catalysis. Nowadays, palladium complexes constitute state-of-the-art catalysts for these transformations. Herein, we report the first efficient platinum-catalysed alkoxycarbonylations of olefins including sterically hindered and functionalized ones. This atom-efficient catalytic transformation provides straightforward access to a variety of valuable esters in good to excellent yields and often with high selectivities. In kinetic experiments the activities of Pd- and Pt-based catalysts were compared. Even at low catalyst loading, Pt shows high catalytic activity.
Palladium-Catalyzed Alkoxycarbonylation of sec-Benzylic Ethers
Beller, Matthias,Jackstell, Ralf,Maes, Bert U. W.,Schneider, Carolin
supporting information, (2020/02/25)
Herein, we report the palladium-catalyzed synthesis of 3-arylpropionate esters starting from secondary benzylic ethers. With this investigation it could be shown that ethers are suitable starting materials in addition to the established carbonylation reactions of olefins, alcohols, or aryl halides.
Tricyclic derivative inhibitor as well as preparation method and applications thereof
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Paragraph 0399; 0402-0404, (2019/06/13)
The invention relates to a tricyclic derivative inhibitor as well as a preparation method and applications thereof, in particular to a compound shown in a general formula (I) in the description, a preparation method of the compound, pharmaceutical composi
TRAF 6 INHIBITORS
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Page/Page column 172; 173, (2019/10/15)
The invention relates to compounds which are suitable for the treatment of cancer, an immune disease, Parkinson's disease, Cardiac Hypertrophy or Type-2 diabetes and to pharmaceutical compositions containing such compounds. The invention further relates to a kit of parts comprising such compounds.
