Sulfonyl fluorides as targets and substrates in the development of new synthetic methods

Nature Reviews Chemistry, Journal Year: 2022, Volume and Issue: 6(2), P. 146 - 162

Published: Jan. 19, 2022

Language: Английский

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Acridinium Salts and Cyanoarenes as Powerful Photocatalysts: Opportunities in Organic Synthesis

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(36), P. 19526 - 19549

Published: April 22, 2021

The use of organic photocatalysts has revolutionized the field photoredox catalysis, as it allows access to reactivities that were traditionally restricted transition-metal photocatalysts. This Minireview reports recent developments in acridinium ions and cyanoarene derivatives synthesis. activation inert chemical bonds well late-stage functionalization biorelevant molecules are discussed, with a special focus on their mechanistic aspects.

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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Sulfur(vi) fluorides as tools in biomolecular and medicinal chemistry

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(7), P. 1356 - 1372

Published: Jan. 1, 2023

This review highlights key advances in the synthesis and biomolecular applications of sulfur( vi )-fluorides.

Language: Английский

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Selective Fluorosulfonylation of Thianthrenium Salts Enabled by Electrochemistry

Organic Letters, Journal Year: 2023, Volume and Issue: 25(4), P. 581 - 586

Published: Jan. 25, 2023

A practical electrochemically driven method for fluorosulfonylation of both aryl and alkyl thianthrenium salts has been disclosed. The strategy does not need external redox reagents or metal catalysts. In combination with C-H thianthrenation aromatics, this provides a new tool the site-selective drugs.

Language: Английский

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Direct electrochemical synthesis of arenesulfonyl fluorides from nitroarenes: a dramatic ionic liquid effect

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(6), P. 3435 - 3440

Published: Jan. 1, 2024

A practical electrosynthesis of aryl sulfonyl fluorides from nitroarenes is described. Cheap N -methylimidazolium p -toluenesulfonate has been found to be an effective additive, promoting the desired fluorosulfonylation under very mild conditions.

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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Redox-Neutral Organometallic Elementary Steps at Bismuth: Catalytic Synthesis of Aryl Sulfonyl Fluorides

Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(51), P. 21497 - 21502

Published: Dec. 16, 2021

A Bi-catalyzed synthesis of sulfonyl fluorides from the corresponding (hetero)aryl boronic acids is presented. We demonstrate that organobismuth(III) catalysts bearing a bis-aryl sulfone ligand backbone revolve through different canonical organometallic steps within catalytic cycle without modifying oxidation state. All have been validated, including insertion SO2 into Bi-C bonds, leading to structurally unique O-bound bismuth sulfinate complex. The protocol affords excellent yields for wide range aryl and heteroaryl acids, displaying functional group tolerance.

Language: Английский

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Aliphatic sulfonyl fluoride synthesis via reductive decarboxylative fluorosulfonylation of aliphatic carboxylic acid NHPI esters

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(4), P. 1115 - 1120

Published: Jan. 1, 2022

A general and efficient approach to various aliphatic sulfonyl fluorides by the reductive decarboxylative fluorosulfonylation of carboxylic acids via a radical sulfur dioxide insertion fluorination strategy was developed.

Language: Английский

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Photosensitized activation of diazonium derivatives for C–B bond formation

Chem Catalysis, Journal Year: 2023, Volume and Issue: 3(2), P. 100490 - 100490

Published: Jan. 5, 2023

Language: Английский

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