35 research outputs found

    Three-component reactions of phosphorus ylides, thiophenols, and acetyl chloride for the synthesis of (β-thioacrylates)

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    <p>The facile synthesis of β-thioacrylates has been realized via direct three-component reactions of thiophenols, Wittig reagents, and acetyl chloride. Under transition metal-free conditions, a class of β-thioacrylates have been synthesized with fair to excellent yields via cascade C=C double bond and C(sp<a href="#cit0002" target="_blank"><sup>2</sup></a>)-S bond formation.</p

    Ethyl lactate mediated thioacetalization of aldehydes at ambient temperature

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    <p>Dithioacetalization reactions of aldehydes with thiols/thiophenols have been successfully achieved at room temperature by employing the green, bio-based ethyl lactate as the reaction medium. By means of this sustainable approach, a class of dithioacetals has been acquired with high diversity and efficiency.</p

    A Metal- and Azide-Free Multicomponent Assembly toward Regioselective Construction of 1,5-Disubstituted 1,2,3-Triazoles

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    The construction of 1,5-disubstituted 1,2,3-triazoles has been effected through the cascade dual C–N bond formation, N–N bond formation and an acyl migration-based C–C bond formation via the three-component reactions of enaminones, tosylhydrazine and primary amines. This metal- and azide-free, regioselective synthetic method proceeds in the presence of only molecular iodine

    Base-Promoted Synthesis of <i>N</i>‑Substituted 1,2,3-Triazoles via Enaminone–Azide Cycloaddition Involving Regitz Diazo Transfer

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    The domino reactions between NH-based secondary enaminones and tosyl azide have been developed for the synthesis of various <i>N</i>-substituted 1,2,3-triazoles by employing <i>t</i>-BuONa as the base promoter. Through a key Regitz diazo-transfer process with tosyl azide, the reactions proceed efficiently at room temperature with good substrate tolerance

    Copper-Catalyzed, C–C Coupling-Based One-Pot Tandem Reactions for the Synthesis of Benzofurans Using <i>o</i>‑Iodophenols, Acyl Chlorides, and Phosphorus Ylides

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    One-pot reactions involving acyl chlorides, phosphorus ylides, and <i>o</i>-iodophenols with copper catalysis have been established for the rapid synthesis of functionalized benzofurans. With all of these easily available and stable reactants, the construction of the target products has been accomplished via tandem transformations involving a key C–C coupling, leading to the formation of one C­(sp<sup>2</sup>)–C bond, one C­(sp<sup>2</sup>)–O bond, and one CC bond

    Base-Promoted Synthesis of <i>N</i>‑Substituted 1,2,3-Triazoles via Enaminone–Azide Cycloaddition Involving Regitz Diazo Transfer

    No full text
    The domino reactions between NH-based secondary enaminones and tosyl azide have been developed for the synthesis of various <i>N</i>-substituted 1,2,3-triazoles by employing <i>t</i>-BuONa as the base promoter. Through a key Regitz diazo-transfer process with tosyl azide, the reactions proceed efficiently at room temperature with good substrate tolerance

    Multicomponent Synthesis of Diverse <i>o</i>‑Arylated Benzamides via <i>o</i>‑Aminophenol (OAP) Directed C(sp<sup>2</sup>)‑H Arylation

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    <i>o</i>-Aminophenol (OAP) has been discovered as practical precursor of directing group (DG) in the palladium-catalyzed aromatic C–H arylation of benzamides. This newly identified, simple, and low cost DG has exhibited broad substrate tolerance in the rapid synthesis of various <i>o</i>-arylated benzamides via direct assemblies of benzoyl chlorides, aryl iodides, and different <i>o</i>-aminophenols in the form of step economical multicomponent reaction

    KI as iodine source for the synthesis of E-iodovinyl sulfones via metal-free iodosulfonylation of terminal alkynes

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    <p>The <i>E</i>-selective iodosulfonylation of terminal alkynes has been achieved by employing sulfonyl hydrazines and potassium iodide as sulfonyl and iodine sources, respectively. Besides using simple and cheap reactants, the present method requires no metal catalyst and proceeds well at room temperature. A broad array of iodovinyl sulfones have been efficiently synthesized via the alkyne difunctionalization in the presence of benzoic peroxyanhydride (BPO).</p

    Diastereoselective Construction of Tetrahydropyridine Fused Bicyclic Structures via Three-Component Domino Reaction

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    The three-component reactions of enals, electron-deficient alkynes, and hydroxyl-functionalized primary amines for the highly diastereoselective construction of dihydro-3<i>H</i>-benzo­[4,5]­oxazolo­[3,2-<i>a</i>]­pyridines, hexahydropyrido­[2,1-<i>b</i>]­[1,3]­oxazines, and tetrahydro-2<i>H</i>-oxazolo­[3,2-<i>a</i>]­pyridines have been achieved. Domino formation of one C–C, two C–N, and one C–O bonds are furnished in these reactions. This bis-annulation protocol allows for the synthesis of fused heterocyclic products of high structural diversity with variation not only of appended fragments but also the ring size of the central backbone

    Synthesis of 2‑Vinylbenzofurans via the Copper-Catalyzed Multicomponent Reactions Involving an Oxa-Michael/Arylation/Vinylation Cascade

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    2-Vinylbenzofurans have been synthesized via the copper-catalyzed one-pot, three-component reactions of <i>o</i>-iodophenols, in situ generated allenes, and dichloromethane. Cascade transformation of oxa-Michael addition, C-arylation, and sp<sup>3</sup>C–H/sp<sup>3</sup>C–Cl conversion-based vinylation has been involved in realizing the construction of this 2-vinylbenzofuran framework
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