Recent advances in sulfonylation reactions using potassium/sodium metabisulfite

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(30), P. 4145 - 4155

Published: Jan. 1, 2020

Recently, sulfonylation reactions using potassium/sodium metabisulfite as the sulfur dioxide surrogate have been developed rapidly. In most cases, transformations go through radical processes with insertion of under mild conditions. Additionally, transition metal catalysis is applied in for synthesis sulfonyl-containing compounds. Among approaches, photoinduced conversions visible light or ultraviolet irradiation are also involved. this updated report, from potassium sodium summarized.

Language: Английский

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Multicomponent reactions and photo/electrochemistry join forces: atom economy meets energy efficiency

Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(6), P. 2313 - 2382

Published: Jan. 1, 2022

Visible-light photoredox catalysis has been regarded as an extremely powerful tool in organic chemistry, bringing the spotlight back to radical processes. The versatility of photocatalyzed reactions already demonstrated be effective providing alternative routes for cross-coupling well multicomponent reactions. photocatalyst allows generation high-energy intermediates through light irradiation rather than using highly reactive reagents or harsh reaction conditions. In a similar vein, electrochemistry experienced fruitful renaissance generating without need any catalyst. Such milder approaches pose basis toward higher selectivity and broader applicability. electrochemical reactions, species acts starter cascade events. This diverse reactivity use is usually not covered by classical methods. Owing availability cheaper more standardized photo- reactors, easily scalable flow-setups, it surprising that these two fields have become areas increased research interest. Keeping view, this review aimed at overview synthetic design MCRs involving and/or activation crucial step with particular focus on choice difunctionalized reagent.

Language: Английский

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Click Nucleophilic Conjugate Additions to Activated Alkynes: Exploring Thiol-yne, Amino-yne, and Hydroxyl-yne Reactions from (Bio)Organic to Polymer Chemistry

Chemical Reviews, Journal Year: 2021, Volume and Issue: 121(12), P. 6744 - 6776

Published: March 25, 2021

The 1,4-conjugate addition reaction between activated alkynes or acetylenic Michael acceptors and nucleophiles (i.e., the nucleophilic reaction) is a historically useful organic transformation. Despite its general utility, efficiency outcomes can vary widely are often closely dependent upon specific conditions. Nevertheless, with improvements in design, including catalyst development an expansion of substrate scope to feature more electrophilic alkynes, many examples now present features that congruent Click chemistry. Although several species participate these conjugate additions, ubiquitous such as thiols, amines, alcohols commonly employed and, consequently, among most well developed. For years, additions were largely relegated chemistry, but last few decades their use has expanded into other spheres bioorganic chemistry polymer Within fields, they have been particularly for bioconjugation reactions step-growth polymerizations, respectively, due excellent efficiency, orthogonality, ambient reactivity. expected increasingly divergent application settings it continues emerge reaction.

Language: Английский

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Visible-light-initiated 4CzIPN catalyzed multi-component tandem reactions to assemble sulfonated quinoxalin-2(1H)-ones

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 33(3), P. 1479 - 1482

Published: Aug. 12, 2021

Language: Английский

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The same oxygenation-state introduction of hypervalent sulfur under transition-metal-free conditions

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(23), P. 3956 - 3966

Published: Jan. 1, 2020

This review discusses the application of same oxygenation-state introduction hypervalent sulfur strategy under transition-metal-free conditions.

Language: Английский

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Synergistic cooperative effect of CF₃SO₂Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation

Green Chemistry, Journal Year: 2020, Volume and Issue: 23(1), P. 496 - 500

Published: Nov. 26, 2020

A practical method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated CF₃SO₂Na/2-butoxyethyl ether synergistic catalyzed oxygenation sulfides was developed.

Language: Английский

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Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones

ChemSusChem, Journal Year: 2021, Volume and Issue: 14(22), P. 4878 - 4902

Published: Sept. 3, 2021

Sulfones play a pivotal role in modern organic chemistry. They are highly versatile building blocks and find various applications as drugs, agrochemicals, or functional materials. Therefore, sustainable access to this class of molecules is great interest. Herein, the goal was provide summary on recent developments field sulfone synthesis. Advances existing limitations traditional approaches towards sulfones were reviewed selected examples. Furthermore, novel emerging technologies for more synthesis future directions discussed.

Language: Английский

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Advances in photochemical and electrochemical incorporation of sulfur dioxide for the synthesis of value-added compounds

Chemical Communications, Journal Year: 2021, Volume and Issue: 57(67), P. 8236 - 8249

Published: Jan. 1, 2021

Photosynthesis and electrosynthesis enable the “green” upcycling of SO 2 to value-added products.

Language: Английский

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Copper-Catalyzed Regioselective 1,4-Selenosulfonylation of 1,3-Enynes to Access Cyanoalkylsulfonylated Allenes

Organic Letters, Journal Year: 2021, Volume and Issue: 23(19), P. 7472 - 7476

Published: Sept. 14, 2021

By employing CuOAc as the catalyst, we realize a four-component reaction of 1,3-enynes, diselenides, DABCO·(SO2)2, and cycloketone oxime esters, providing facile access to diverse cyanoalkylsulfonylated allenyl selenides in moderate good yields. This features high functional group tolerance broad substrate scope, enabling regioselective, sequential formation C–SO2 C–Se bonds under mild conditions. Moreover, utility this methodology is further illustrated through late-stage functionalization drug-based molecules.

Language: Английский

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Photoredox-Catalyzed α-Sulfonylation of Ketones from Sulfur Dioxide and Thianthrenium Salts

Organic Letters, Journal Year: 2022, Volume and Issue: 24(15), P. 2955 - 2960

Published: April 13, 2022

A photoredox-catalyzed sulfonylation of silyl enol ethers with DABCO·(SO2)2 and thianthrenium salts is achieved, providing diverse β-keto sulfones in moderate to good yields. This protocol features easily accessible starting materials functional group compatibility, enabling the introduction various functionalized sulfonyl groups into ketones. Furthermore, as one important industrial raw materials, methanol can be employed methyl source prepare α-methylsulfonated ketones through a intermediate for first time.

Language: Английский

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