DABCO‐Mediated Photoelectrochemical Three‐Component Sulfonocyclization of 3‐Aza‐1,5‐dienes

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 2, 2024

Comprehensive Summary Herein, we report a rare example of three‐component net‐oxidative sulfonylation SO 2 surrogate with an oxidatively activated radical precursor under mild and metal‐ external‐oxidant‐free conditions. The mildness sustainability the reaction are enabled by photoelectrocatalysis, 3‐aza‐1,5‐dienes, organotrifluoroborates 1,4‐diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) undergo sulfonylative cyclization to afford sulfono 4‐pyrrolin‐2‐ones in atom‐economical manner broad substrate scope good functional‐group tolerance. protocol is amenable late‐stage diversification complex molecular architectures as well gram‐scale synthesis. Sunlight could be used light source, conducted all‐solar mode using commercially available photovoltaic panel generate electricity situ . Mechanistic studies reveal that generated (DABCO), which was generally innocent previous reactions, functions electron shuttle between photocatalytic cycle reactants.

Language: Английский

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Metal-free introduction of primary sulfonamide into electron-rich aromatics

Chemical Science, Journal Year: 2024, Volume and Issue: 15(31), P. 12310 - 12315

Published: Jan. 1, 2024

Inspired by the Burgess reagent, we report a mild and practical synthesis of primary sulfonamides from electron-rich aromatic compounds using in situ formed N -sulfonylamine as electrophile.

Language: Английский

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Design and Synthesis of Sulfur-Containing Tetradentate Ligands for Ir-Catalyzed Asymmetric Hydrogenation of Ketones

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

Published: Sept. 30, 2024

Developing highly active and enantioselective ligands for the asymmetric hydrogenation of ketones has consistently attracted significant attention from scientists. A series novel tetradentate sulfur-containing ligands, termed as f-thiophamidol, were successfully designed synthesized which exhibited excellent performance in simple (up to 99% yield, ee) α-substituted β-keto sulfonamides ee, 99:1 dr). The subsequent successful gram-scale experiments with high TON demonstrated immense potential application value this system synthesizing drug molecules.

Language: Английский

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Generation of Sulfamoyl Radicals via Visible‐Light Mediated Fixation of Sulfur Dioxide for the Synthesis of Sulfonamides

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 19, 2024

Abstract Herein, we report a new approach for the light‐mediated generation of sulfamoyl radicals using sulfur dioxide as key building block and direct application these in synthesis sulfonamides. In presence different photoredox catalysts, can be generated directly from SO 2 or surrogate DABSO (1,4‐diazabicyclo[2.2.2]octane⋅bis (sulfur dioxide) adduct) N ‐aminopyridinium salts nitrogen radical precursors. Trapping situ with selected electron‐rich olefins affords sulfonamides up to 86% yield three‐component procedure. This transformation provides complementary synthetic intermediates assembly sulfonamide functionality, privileged motif active pharmaceutical ingredients.

Language: Английский

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PFSA-g-ZIF-L/CS-PVA mixed-matrix membrane for pervaporation desalination

Separation and Purification Technology, Journal Year: 2024, Volume and Issue: 357, P. 130128 - 130128

Published: Oct. 25, 2024

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