Unveiling Synthesis, Characterization, and Assessing Antimicrobial Efficacy of Quinoxaline-Based Oxazole Derivatives

Russian Journal of Bioorganic Chemistry, Год журнала: 2024, Номер 50(4), С. 1573 - 1582

Опубликована: Авг. 1, 2024

Язык: Английский

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Base‐Catalyzed Synthesis of N‐Aryl Thioacetamides from Multicomponent Reaction of Phenylacetylenes, Sulfur and Anilines

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(10)

Опубликована: Янв. 17, 2024

Abstract In the presence of a base catalyst (20 mol %) such as DBU, DABCO or Na 2 S ⋅ 3H O/ N ‐methylpyrrolidone, phenylacetylenes were found to efficiently undergo sulfurative amination with elemental sulfur and anilines under neat conditions, leading ‐aryl thioamides complete atom efficiency.

Язык: Английский

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Novel Catalyst-Free Synthesis of Some 3-Alkylaminoquinoxaline-2(1H)-thiones and 3-Alkyloxyquinoxaline-2(1H)-thiones in Ethanol

ACS Omega, Год журнала: 2025, Номер 10(2), С. 1893 - 1900

Опубликована: Янв. 7, 2025

Seventeen 3-alkylaminoquinoxaline-2(1H)-thiones and 3-alkyloxyquinoxaline-2(1H)-thiones were prepared by a novel thionation protocol from the readily available quinoxaline-2,3-dione in excellent overall yields. This starts with chlorination of dione using thionyl chloride to give 2,3-dichloroquinoxaline followed reaction equimolar amounts N-nucleophiles (primary amines secondary amines) or O-nucleophiles (phenols alcohols) principally afford 2-alkanamino-3-chloroquinoxalines 2-alkyloxy-3-chloroquinoxalines, respectively. The chloroquinoxalines reacted reagent N-cyclohexyl dithiocarbamate cyclohexyl ammonium salt ethanol under reflux corresponding quinoxalin-2-yl cyclohexylcarbamodithioate that finally rearranges situ thiones 76–93% Our catalyst-free synthesis some has many advantages compared traditional methods: yields, one-pot reaction, simple experimental procedure, commercial availability required reagents. In addition, this method could be generalized involve wide range amines, phenols, alcohols, also during we did not notice bad odor. structures synthesized compounds are elucidated via different methods such as 1H NMR, 13C elemental analysis, MS.

Язык: Английский

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Samarium(II) Diiodide-Mediated Deoxygenation of Sulfoxides

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 6, 2025

Samarium diiodide-mediated deoxygenative activation of sulfoxides by selective S-O cleavage to construct thioethers under mild room temperature conditions has been achieved. A broad variety sulfoxides, including aryl-aryl, aryl-alkyl, aryl-alkenyl, and alkyl-alkyl can be readily converted the corresponding using highly chemoselective, operationally simple, benign SmI2/Et3N reagent system. Extensive studies on effect additives indicate that typical samarium(II) iodide additives, such as water, alcohols, HMPA or nickel, have a negative impact this valuable deoxygenation, while triethylamine promotes deoxygenation in versatile manner afford synthetically useful thioether products.

Язык: Английский

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Reactivities and mechanisms in organic reactions involving activation of elemental sulfur under basic conditions

Tetrahedron Chem, Год журнала: 2024, Номер 11, С. 100086 - 100086

Опубликована: Июль 27, 2024

As a readily available and benign waste product of the petrochemical industry, elemental sulfur displays desirable characteristics as raw material for new processes. Accordingly, use reactant or reagent in synthetic organic chemistry receives continuous interest. The implementation procedures often necessitates presence basic nucleophilic compounds, which are known to serve activators, enabling diverse range transformations. However, underlying mechanisms still poorly understood, even synthetically useful well-established reactions that have been decades. While numerous reviews focus on various types products accessible via involving sulfur, this manuscript will put its emphasis common mechanistic steps these transformations, highlighting discussing studies postulated pathways.

Язык: Английский

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Sodium sulfide-promoted regiodefined redox condensation of o-nitroanilines with aryl ketones to benzo[a]phenazines and quinoxalines

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(6), С. 1167 - 1171

Опубликована: Янв. 1, 2024

Sodium sulfide trihydrate promoted-redox condensation of o -nitroanilines with α-tetralones to benzo[ a ]phenazines.

Язык: Английский

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Divergent Reaction of Alkynes and TsCN: Synthesis of β-Sulfinyl Alkenylsulfones and (E)-Vinyl Sulfones

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12159 - 12169

Опубликована: Авг. 16, 2024

An efficient and high-selectivity approach for the divergent synthesis of β-sulfinyl alkenylsulfones (E)-vinyl sulfones from alkynes TsCN is described. A series disulfurized products were constructed under mild conditions in absence transition metals. This transformation featured excellent regio- stereoselectivity, good functional group compatibility, broad substrate scope. The copper(I)-catalyzed sulfonation with that affords to yields was also developed.

Язык: Английский

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Divergent synthesis of polythioindoles using elemental sulfur as the polysulfur source under metal-free conditions

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(13), С. 3569 - 3575

Опубликована: Янв. 1, 2024

A novel protocol for the divergent synthesis of polythioindoles through a HI-catalyzed polysulfidation/annulation reaction between indoles and elemental sulfur has been described.

Язык: Английский

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Sulfur-Promoted Access to 3-Arylquinoxalin-2-ones by Oxidative Coupling of o-Phenylenediamines with Arylacetates

Organic Letters, Год журнала: 2024, Номер 26(29), С. 6098 - 6102

Опубликована: Июль 15, 2024

We disclose the synthesis of 3-arylquinoxalin-2-ones from o-phenylenediamines and readily available arylacetates. The method harnesses selective oxidative property elemental sulfur in presence amine base catalyst DMSO. reactions are operationally simple tolerate a wide range functional groups.

Язык: Английский

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