Visible-light-promoted catalyst-/additive-free synthesis of aroylated heterocycles in a sustainable solvent

Green Chemistry, Год журнала: 2022, Номер 24(4), С. 1732 - 1737

Опубликована: Янв. 1, 2022

A general visible-light-induced catalyst-/additive-free strategy was developed for the construction of various aroylated heterocyclesunder air and room temperature conditions.

Язык: Английский

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An iron-catalyzed multicomponent reaction of cycloketone oxime esters, alkenes, DABCO·(SO₂)₂ and trimethylsilyl azide

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(4), С. 917 - 922

Опубликована: Янв. 1, 2022

The synthesis of β-azidosulfones starting from alkenes, cycloketone oxime esters, trimethylsilyl azide and a sulfur dioxide surrogate DABCO·(SO 2 ) under iron catalysis is developed.

Язык: Английский

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Design and Applications of a SO₂ Surrogate in Palladium‐Catalyzed Direct Aminosulfonylation between Aryl Iodides and Amines

Angewandte Chemie International Edition, Год журнала: 2020, Номер 60(13), С. 7353 - 7359

Опубликована: Дек. 25, 2020

A new SO2 surrogate is reported that cheap, bench-stable, and can be accessed in just two steps from bulk chemicals. Essentially complete release achieved 5 minutes. Eight established sulfonylation reactions proceeded smoothly by ex situ formation of utilizing a two-chamber system combination with the surrogate. Furthermore, we report first direct aminosulfonylation between aryl iodides amines. Broad functional group tolerance demonstrated, method applicable to pharmaceutically relevant substrates, including heterocyclic substrates.

Язык: Английский

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Photoredox-catalyzed sulfonylation of difluoroenoxysilanes with the insertion of sulfur dioxide

Chemical Communications, Год журнала: 2020, Номер 56(66), С. 9469 - 9472

Опубликована: Янв. 1, 2020

A photoredox-catalyzed three-component reaction of aryldiazonium tetrafluoroborates with sodium metabisulfite and 2,2-difluoro enol silyl ethers is described. By using as the source sulfur dioxide, this method provides an elegant access to α,α-difluoro-β-ketosulfones in moderate good yields under mild conditions, features a broad substrate scope wide functional group tolerance. Both difluoromethyl sulfone moiety can be introduced single step. Based on experimental results, single-electron transfer pathway proposed insertion dioxide.

Язык: Английский

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Copper-catalyzed synthesis of sulfonamides from nitroarenes via the insertion of sulfur dioxide

Chemical Communications, Год журнала: 2020, Номер 56(23), С. 3437 - 3440

Опубликована: Янв. 1, 2020

A three-component reaction of arylboronic acids, nitroarenes, and potassium metabisulfite under copper catalysis proceeds smoothly, giving rise to a range sulfonamides in good excellent yields with broad substrate scope.

Язык: Английский

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Sulfonylation from sodium dithionite or thiourea dioxide

Chinese Chemical Letters, Год журнала: 2020, Номер 32(1), С. 461 - 464

Опубликована: Май 12, 2020

Язык: Английский

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Photoinduced intramolecular carbosulfonylation of alkynes: access to sulfone-containing dibenzazepines from sulfur dioxide

Chemical Communications, Год журнала: 2021, Номер 57(23), С. 2883 - 2886

Опубликована: Янв. 1, 2021

A visible-light-driven three-component carbosulfonylation of terminal alkynes, DABCO (SO₂)₂ and aryldiazonium tetrafluoroborates is developed, leading to sulfone-containing dibenzazepines in moderate good yields under mild conditions.

Язык: Английский

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Photoinduced synthesis of alkylalkynyl sulfones through a reaction of potassium alkyltrifluoroborates, sulfur dioxide, and alkynyl bromides

Organic Chemistry Frontiers, Год журнала: 2020, Номер 7(7), С. 938 - 943

Опубликована: Янв. 1, 2020

A photoinduced reaction of potassium alkyltrifluoroborates, sodium metabisulfite, and alkynyl bromides under visible light irradiation at room temperature is developed.

Язык: Английский

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Access to Deuterated Unnatural α-Amino Acids and Peptides by Photochemical Acyl Radical Addition

Organic Letters, Год журнала: 2021, Номер 23(14), С. 5299 - 5304

Опубликована: Июнь 25, 2021

A visible-light-enabled, photocatalyst-free conjugate addition reaction of dehydroamino acids is disclosed. Employing 4-acyl-1,4-dihydropyridines as both a radical reservoir and reductant, various β-acyl α-amino their deuterated analogues were obtained in good results. Both late-stage peptide modification stereoselective synthesis chiral oxazolidinones are successfully achieved. The protocol characterized by mild conditions efficient derivatization, thus unlocking novel blueprint to access unnatural amino acid derivatives, important building blocks with potential application the peptidomimetic toolbox.

Язык: Английский

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Photoredox-catalyzed reaction of thianthrenium salts, sulfur dioxide and hydrazines

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(14), С. 3781 - 3785

Опубликована: Янв. 1, 2022

A photoredox-catalyzed reaction of thianthrenium salts, hydrazines and DABCO·(SO 2 ) is accomplished, providing diverse arenesulfonohydrazides in moderate to good yields under mild conditions.

Язык: Английский

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