Nitrogen-Based Organofluorine Functional Molecules: Synthesis and Applications

Chemical Reviews, Год журнала: 2025, Номер unknown

Опубликована: Апрель 22, 2025

Fluorine and nitrogen form a successful partnership in organic synthesis, medicinal chemistry, material sciences. Although fluorine-nitrogen chemistry has long rich history, this field received increasing interest made remarkable progress over the past two decades, driven by recent advancements transition metal organocatalysis photochemistry. This review, emphasizing contributions from 2015 to 2023, aims update state of art synthesis applications nitrogen-based organofluorine functional molecules chemistry. In dedicated sections, we first focus on fluorine-containing reagents organized according type groups attached nitrogen, including N-F, N-RF, N-SRF, N-ORF. review also covers nitrogen-linked building blocks, catalysts, pharmaceuticals, agrochemicals, underlining these components' broad applicability growing importance modern

Язык: Английский

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Fluorination of sulfonyl hydrazides with fluorine gas for the synthesis of sulfonyl fluorides

Journal of Fluorine Chemistry, Год журнала: 2025, Номер 283-284, С. 110425 - 110425

Опубликована: Апрель 1, 2025

Язык: Английский

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

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 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.

Язык: Английский

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Construction of C−S and C−Se Bonds from Unstrained Ketone Precursors under Photoredox Catalysis

Angewandte Chemie, Год журнала: 2024, Номер 136(8)

Опубликована: Янв. 5, 2024

Abstract A mild photoredox catalyzed construction of sulfides, disulfides, selenides, sulfoxides and sulfones from unstrained ketone precursors is introduced. Combination this deacylative process with S N 2 or coupling reactions provides novel convenient modular strategies toward unsymmetrical symmetric disulfides. Reactivity studies favor a bromine radical that initiates HAT (Hydrogen Atom Transfer) the aminal intermediate resulting in expulsion C‐centered intercepted to make C−S C−Se bonds. Gram scale reactions, broad substrate scope tolerance towards various functional groups render method appealing for future applications synthesis organosulfur selenium complexes.

Язык: Английский

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Nickel-Catalyzed Direct Fluorosulfonylation of Vinyl Bromides and Benzyl Bromides for Sulfonyl Fluorides

Organic Letters, Год журнала: 2024, Номер 26(46), С. 9967 - 9972

Опубликована: Ноя. 8, 2024

An efficient nickel-catalyzed direct fluorosulfonylation of vinyl bromides and benzyl under mild reaction conditions has been developed for sulfonyl fluorides utilizing Na

Язык: Английский

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Copper-Catalyzed Oxyfluorosulfonylation of β,γ-Unsaturated Oximes with Sulfur Dioxide and Selectfluor for Isoxazoline-Functionalized Aliphatic Sulfonyl Fluorides

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Сен. 19, 2024

In this report, we describe a copper-catalyzed cascade reaction involving oxygen radical-induced cyclization/SO

Язык: Английский

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Progress in Synthesis of Sulfonyl Fluoride

Journal of Organic Chemistry Research, Год журнала: 2023, Номер 11(04), С. 268 - 284

Опубликована: Янв. 1, 2023

Язык: Английский

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