Nickel-catalyzed cross-electrophile coupling of unactivated (hetero)aryl sulfone with aryl bromide

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 430, P. 115359 - 115359

Published: Feb. 1, 2024

Language: Английский

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Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions

Molecules, Journal Year: 2024, Volume and Issue: 29(4), P. 831 - 831

Published: Feb. 13, 2024

Hydroxylation of aryl sulfonium salts could be realized by utilizing acetohydroxamic acid and oxime as hydroxylative agents in the presence cesium carbonate a base, leading to variety structurally diverse hydroxylated arenes 47–95% yields. In addition, reaction exhibited broad functionality tolerance, range important functional groups (e.g., cyano, nitro, sulfonyl, formyl, keto, ester) well amenable mild conditions.

Language: Английский

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Nickel-catalyzed cross-electrophile couplings of aryl fluorosulfates with vinyl chlorosilanes

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 437, P. 115636 - 115636

Published: July 6, 2024

Language: Английский

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Direct Cross-Couplings of Aryl Nonaflates with Aryl Bromides under Nickel Catalysis

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 30, 2025

The direct cross-couplings of aryl nonaflates with bromides could be successfully accomplished by utilizing nickel as the catalyst, magnesium metal mediator, and lithium chloride additive. reactions proceeded efficiently in THF at room temperature to produce desired biaryls moderate good yields, showing both a reasonable substrate scope functional group tolerance. Additionally, an equally performance realized when reaction was subjected scale-up synthesis. Preliminary study suggested that presumably proceeds through situ formation arylmagnesium reagent key intermediate.

Language: Английский

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Sulfonylation of Pyridyl Phosphonium Salts with Sulfinate Salts in Aqueous Media for the Synthesis of 4-Pyridyl Sulfones via C–P Bond Cleavage

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 30, 2024

A Na

Language: Английский

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Cross-Electrophile Couplings of Benzyl Sulfonium Salts with Thiosulfonates via C–S Bond Activation

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13601 - 13607

Published: Sept. 4, 2024

A zinc-mediated cross-electrophile coupling of benzyl sulfonium salts with thiosulfonates via C-S bond cleavage was achieved. The reductive thiolation proceeded well under transition metal-free conditions to afford the desired sulfides in good yields, exhibiting both broad substrate scope and functionality tolerance. In addition, reaction could be applied use selenosulfonate as an effective selenylation agent subjected scale-up synthesis.

Language: Английский

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Magnesium-Mediated Three-Component Reductive Cross-Couplings of Aryl Aldehydes, Aryl Bromides, and Aryl 2-Pyridyl Esters: An Efficient Synthesis of Diarylmethanol Esters

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134558 - 134558

Published: Feb. 1, 2025

Language: Английский

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Palladium-Catalyzed Esterification of Aryl Fluorosulfates with Aryl Formates

Molecules, Journal Year: 2024, Volume and Issue: 29(9), P. 1991 - 1991

Published: April 26, 2024

An efficient palladium-catalyzed carbonylation of aryl fluorosulfates with formates for the facile synthesis esters was developed. The cross-coupling reactions proceeded effectively in presence a palladium catalyst, phosphine ligand, and triethylamine DMF to produce corresponding moderate good yields. Of note, functionalities or substituents, such as nitro, cyano, methoxycarbonyl, trifluoromethyl, methylsulfonyl, trifluoromethoxy, fluoro, chloro, bromo, methyl, methoxy, N,N-dimethyl, [1,3]dioxolyl, were well-tolerated reactions, which could be kept late-stage modification. employing readily available relatively robust coupling electrophiles potentially serve an attractive alternative traditional cross-couplings use halides pseudohalides substrates.

Language: Английский

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Magnesium-Mediated Cross-Electrophile Couplings of Aryl 2-Pyridyl Esters with Aryl Bromides for Ketone Synthesis through In Situ-Formed Arylmagnesium Intermediates

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13661 - 13668

Published: Sept. 9, 2024

Aryl 2-pyridyl esters could efficiently undergo cross-electrophile couplings with aryl bromides the aid of magnesium as a reducing metal in absence transition-metal catalyst, leading to unsymmetrical diaryl ketones modest good yields wide functionality compatibility. In addition, reaction be easily scaled up and applied late-stage modification biologically active molecules. Preliminary mechanistic study showed that coupling presumably proceeds through situ formation arylmagnesium reagents key intermediates.

Language: Английский

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Molybdenum‐Catalyzed One‐Pot Multi‐Step Synthesis of N‐Polyheterocycles from Nitroarenes and Glycols

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(18)

Published: March 16, 2024

Abstract We report the efficient, sustainable one‐pot synthesis of a wide variety N ‐polyheterocycles, such as imidazo‐quinolines and quinoxalines, furoquinolines, from easily available nitroaromatics glycols via molybdenum catalytic domino reduction‐imine formation‐intramolecular cyclization‐oxidation sequence. It is worth highlighting that recycling incorporation waste carbonyl byproduct, generated in reduction step, into final compound realized. In addition, overall efficiency atom economy process are further improved owing to participation one reaction intermediate reductant allows lowering amount external reducing agent employed.

Language: Английский

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