Synthesis of Sulfilimines via Selective S–C Bond Formation in Water

Organic Letters, Год журнала: 2023, Номер 25(12), С. 2134 - 2138

Опубликована: Март 20, 2023

Sulfilimines are valuable compounds both in organic synthesis and pharmaceuticals. Here we developed a mild simplified method for preparation of sulfilimines via selective S–C bond formation rather than traditional S–N formation. The is attractive useful the following reasons: it uses readily available alkylation reagent such alkyl bromide or iodide, water as solvent, easy to perform, convenient late-stage diversification drugs.

Язык: Английский

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Light-harvesting microelectronic devices for wireless electrosynthesis

Nature, Год журнала: 2025, Номер 637(8045), С. 354 - 361

Опубликована: Янв. 8, 2025

Язык: Английский

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Dual Roles of Supporting Electrolytes in Organic Electrosynthesis

ChemElectroChem, Год журнала: 2024, Номер 11(8)

Опубликована: Янв. 18, 2024

Abstract Synthetic electro‐organic chemistry is advancing to a well‐established methodology in academic research and industry. The simple process control minimizes reagent waste avoids using toxic environmentally unfriendly redox agents, providing feasible sustainable alternative conventional techniques. However, fundamental disadvantage, the necessity of ion‐conductive components within electrolyte. recovery these supporting electrolytes, as well product isolation, pose challenges for work‐up strategies. This review presents following electrochemical protocols featuring material‐ resource‐saving strategy: dual role electrolytes conductivity enabling reagents or meditators. first conclude categorize strategies electrolytes. It may inspire electrochemists advance development optimization synthesis towards more resource‐efficient reaction control.

Язык: Английский

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Trends and Challenges in Electrifying Technical Organic Synthesis

Chemie Ingenieur Technik, Год журнала: 2025, Номер unknown

Опубликована: Март 18, 2025

Abstract Organic electrosynthesis is a potential enabler for the energy and resource transition in chemical industry as it offers sustainable alternative to homogeneous or heterogeneous processes producing fine commodity chemicals. It utilizes electricity instead of hazardous reagents and, thus, also allows reducing product's carbon footprint waste production. enables dynamic operation safe due galvanostatic process control. Electro‐organic are not yet widespread. Engineering tools have been tailored electro‐organic processes, more quantitative model‐based insight needed. Extensive adoption requires efforts regarding electrode material performance stability, scalable reactor design, digitization. Addressing these issues interdisciplinary collaboration, particularly between chemists engineers, accelerate implementation with high efficiency economic feasibility.

Язык: Английский

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E-Dakin reaction: oxidation of hydroxybenzaldehydes to phenols with electrochemically generated peroxodicarbonate as sustainable ex-cell oxidizer

Green Chemistry, Год журнала: 2024, Номер 26(10), С. 5862 - 5868

Опубликована: Янв. 1, 2024

Peroxodicarbonate, a sustainable electrochemically generated oxidizer, provides the means to transform abundant hydroxybenzaldehydes into valuable phenols in safe and effective manner.

Язык: Английский

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Enantioselective Synthesis of Sulfinamidines via Asymmetric Nitrogen Transfer from N−H Oxaziridines to Sulfenamides

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(35)

Опубликована: Май 15, 2024

Sulfinamidines are promising aza-S

Язык: Английский

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Synthesis of functionalized sulfilimines via iron-catalyzed sulfur alkylation of sulfenamides with diazo compounds

Green Chemistry, Год журнала: 2023, Номер 25(22), С. 9092 - 9096

Опубликована: Янв. 1, 2023

An efficient iron-catalyzed sulfur alkylation of sulfenamides with diazo compounds for the synthesis functionalized sulfilimines is developed under air conditions.

Язык: Английский

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Copper-Catalyzed Aerobic S-Amination of Sulfenamides for the Synthesis of Sulfinamidines

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(23), С. 16116 - 16121

Опубликована: Ноя. 20, 2023

Herein, we present a copper-catalyzed oxidative amination of sulfenamides for the synthesis sulfinamidines. By employment air as terminal oxidant, diverse array secondary and primary amines can be efficiently transformed into their corresponding products. This method is well-suited last-stage functionalization, underlying mechanism has been investigated. The transformation characterized by exceptional chemoselectivity, mild conditions, facile operation, broad substrate compatibility, which have significant implications fields pharmaceuticals organic synthesis.

Язык: Английский

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Highly selective scalable electrosynthesis of 4-hydroxybenzo[e]-1,2,4-thiadiazine-1,1-dioxides

Cell Reports Physical Science, Год журнала: 2024, Номер 5(5), С. 101927 - 101927

Опубликована: Апрель 15, 2024

4H-4-Hydroxybenzo[e]-1,2,4-thiadiazine-1,1-dioxides are based on a widely found structural motif for pharmaceutical applications, having an additional unique exocyclic N–O bond that is not accessible by conventional synthetic routes. Electrochemistry offers sustainable tool the direct synthesis of these heterocyclic structures containing this N-hydroxy modification. Here, we report highly selective 4H-4-hydroxybenzo[e]-1,2,4-thiadiazine-1,1-dioxides reduction available nitro arenes in almost quantitative yields. The electro-synthetic protocol applied to more than 40 diverse examples, highlighting versatility method. Furthermore, technical relevance demonstrated two multi-gram-scale syntheses.

Язык: Английский

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Overlooked aza-S(iv) motifs: synthesis and transformations of sulfinamidines and sulfinimidate esters

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(38), С. 7681 - 7690

Опубликована: Янв. 1, 2023

Significant advancements have recently been made in the chemistry of sulfinamidines and sulfinimidate esters. This review aims to provide an overview synthetic methods for preparation transformation these overlooked compounds.

Язык: Английский

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