18 research outputs found

    Metal-Free Oxidative Spirocyclization of Hydroxymethylacrylamide with 1,3-Dicarbonyl Compounds: A New Route to Spirooxindoles

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    A metal-free oxidative spirocyclization of hydroxymethylacrylamide with 1,3-dicarbonyl compounds is described. The reaction proceeds through tandem dual C–H functionalization and intramolecular dehydration, in which two new C–C bonds and one C–O bond were formed. This method affords a novel and straightforward access to various spirooxindoles under mild conditions

    Redox-Neutral Cyanoalkylation/Cyclization of Olefinic 1,3‑Dicarbonyls with Cycloketone Oxime Esters: Access to Cyanoalkylated Dihydrofurans

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    Metal-catalyzed cyanoalkylation/cyclization of olefinic 1,3-dicarbonyls with cycloketone oxime esters has been developed under redox-neutral conditions. This protocol provided a straightforward approach to diverse cyanoalkylated 2,3-dihydrofurans via a tandem ring-opening/addition/cyclization process

    Direct C–H Cyanoalkylation of Heteroaromatic <i>N</i>‑Oxides and Quinones via C–C Bond Cleavage of Cyclobutanone Oximes

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    A direct C–H cyanoalkylation of heteroaromatic <i>N</i>-oxides and quinones with cyclobutanone oximes is reported. This redox-neutral, operationally simple cyanoalkylation reaction is successfully amenable to a wide range of heteroaromatic <i>N</i>-oxides, quinones, and cyclobutanone oximes. A novel catalytic system consisting of a nickel source proved crucial for cleavage of the C–C bond of cyclobutanone oximes and for selective C–C bond formation over β-hydride elimination. Mechanistic studies suggest that a radical intermediate might be involved in this transformation

    Copper-Catalyzed Redox-Neutral Cyanoalkylarylation of Activated Alkenes with Cyclobutanone Oxime Esters

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    The copper-catalyzed cyclization of activated alkenes with cyclobutanone <i>O</i>-acyl oximes under redox-neutral conditions has been reported. This facile protocol provided an efficient approach to a variety of cyanoalkylated oxindoles and dihydroquinolin-2­(1<i>H</i>)-ones with a broad substrate scope and excellent functional group tolerance. In this reaction, sequential C–C bond cleavage, radical addition, and cyclization processes were involved, wherein multiple bonds were constructed in a one-pot reaction. Mechanistic studies suggest that the reaction probably proceeded via a radical pathway

    Iron-Catalyzed Decarboxylative Olefination of Cycloketone Oxime Esters with α,β-Unsaturated Carboxylic Acids via C–C Bond Cleavage

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    An iron-catalyzed redox-neutral, decarboxylative olefination of cycloketone oxime esters with α,β-unsaturated carboxylic acids has been developed. This reaction involves an iminyl radical mediated C–C bond cleavage/radical addition/decarboxylation cascade. This protocol is highlighted by its low-cost catalytic system and readily accessible starting materials, as well as broad substrate scope, thus providing facile access to structurally diverse cyano-containing alkenes

    Microbiological characteristics of a novel species most closely related to 'Bergeyella cardium' as a pathogen of infectious endocarditis - Fig 1

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    <p><b>Morphological characteristics of strain PU13217, a novel species, on Columbia Blood agar (a to d) and its Gram staining property (e).</b> Incubation conditions: <b>1a</b> and <b>1b</b>, 35°C + 5% CO<sub>2</sub>, 2 days; <b>1c</b> and <b>1d</b>, 35°C + 5% CO<sub>2</sub>, 5 days.</p

    Metal-Free, Visible-Light-Promoted Decarboxylative Radical Cyclization of Vinyl Azides with <i>N</i>‑Acyloxyphthalimides

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    A visible-light-mediated decarboxylative cyclization of <i>N</i>-acyloxylphthalimides with vinyl azides has been developed under metal-free conditions. This protocol features mild conditions, a broad substrate scope, and an excellent functional group tolerance, thus providing a facile and efficient access to substituted phenanthridines. Control experiments revealed that the reaction proceeded via a radical process

    Minimum inhibitory concentrations (MICs) of strain PU13217 to sixteen antimicrobial agents.

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    <p>Minimum inhibitory concentrations (MICs) of strain PU13217 to sixteen antimicrobial agents.</p

    Nickel-Catalyzed Modular Four-Component 1,4-Alkylcarbonylation of 1,3-Enynes to Tetra-Substituted CF<sub>3</sub>–Allenyl Ketones

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    The modular four-component carbonylation of unsaturated hydrocarbons represents an elegant strategy for the one-pot synthesis of complex carbonyl compounds. However, this strategy is currently focused on the 1,2-difunctionalization of olefins or alkynes, and the 1,4-alkylcarbonylation of 1,3-enynes remains unexplored. In this study, we report a Ni-catalyzed 1,4-alkylcarbonylation of CF3-containing 1,3-enynes under 1 atm of CO, which affords the tetra-substituted CF3-allenyl ketones with good yields and selectivity. This protocol features mild conditions, broad substrate scope, and acceptable functional group compatibility. Control experiments revealed that the reactivity of oxime esters (regulated by leaving groups) and polarity matching are crucial for the success of this four-component cascade. Preliminary mechanistic studies suggest that the acyl nickel complex is a key intermediate in this transformation
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