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

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(4), P. 1732 - 1737

Published: Jan. 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.

Language: Английский

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

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(4), P. 917 - 922

Published: Jan. 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.

Language: 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, Journal Year: 2020, Volume and Issue: 60(13), P. 7353 - 7359

Published: Dec. 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.

Language: Английский

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

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(66), P. 9469 - 9472

Published: Jan. 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.

Language: Английский

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

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(23), P. 3437 - 3440

Published: Jan. 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.

Language: Английский

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Sulfonylation from sodium dithionite or thiourea dioxide

Chinese Chemical Letters, Journal Year: 2020, Volume and Issue: 32(1), P. 461 - 464

Published: May 12, 2020

Language: Английский

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

Chemical Communications, Journal Year: 2021, Volume and Issue: 57(23), P. 2883 - 2886

Published: Jan. 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.

Language: Английский

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

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(7), P. 938 - 943

Published: Jan. 1, 2020

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

Language: Английский

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

Organic Letters, Journal Year: 2021, Volume and Issue: 23(14), P. 5299 - 5304

Published: June 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.

Language: Английский

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

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(14), P. 3781 - 3785

Published: Jan. 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.

Language: Английский

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