Application of Sulfonyl Fluorides in Organic Transformation DOI
Sichang Wang,

Chengxiang Zhou,

Yifeng Han

и другие.

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Окт. 21, 2024

Abstract Sulfonyl fluorides, due to their balanced potential reactivity and stability as well compatibility with biological systems, have become important synthetic intermediates building blocks in the fields of organic synthesis, drug discovery, materials science. Especially after report sulfur(VI) fluoride exchange (SuFEx) chemistry by Sharpless others, research on sulfonyl compounds related has increased significantly. This review summarizes application fluorides synthesis period 2014–2024, discussing different types reactions, including C–X bond formation (including C–C, C–N, C–F etc.), S–C formation, S–N S–O multicomponent ‘one-pot’ cyclization. 1 Introduction 2 Fluorides Applied (C, N, F) Bond Formation 3 4 5 6 Multicomponent Reactions 7 Cyclizations 8 Conclusion Perspective

Язык: Английский

In‐Situ Removable Solid Additive Optimizing Active Layer and Cathode Interlayer of Organic Solar Cells DOI

Lingchen Kong,

Xinkang Wang,

Mingke Li

и другие.

Advanced Energy Materials, Год журнала: 2024, Номер 14(40)

Опубликована: Июль 21, 2024

Abstract In situ removable (ISR) solid additive can employ cold sublimation process to optimize active layer morphology for organic solar cells (OSCs), thus remaining unique potential. Herein, a feasible guideline is proposed discover new ISR 1‐bromo‐4‐chlorobenzene (CBB), whose removing time ( T R ) between those of reported additives 1,4‐dichlorobenzene (DCB) and 1‐chloro‐4‐iodobenzene (CIB). The CBB with moderate beneficial affording the optimal achieving highest power conversion efficiency (PCE) 18.58% D18:L8‐BO binary layer, as supported by most efficient exciton splitting, fastest transfer, balanced carrier transports. Due ability, DCB, CBB, CIB are further aggregation PDINN cathode interlayer. Particularly, CBB‐ CIB‐treated interlayers afforded based OSCs excellent PCEs 19.38% 19.26%, along remarkable fill factors 80.98% 81.37%, respectively. suppress non‐radiative recombination devices, resulting in higher open‐circuit voltage. This work not only provides an effective approach flourish but also expands application OSCs.

Язык: Английский

Процитировано

13

Direct Fluorosulfonamidation of (Hetero)arenes and Alkenes with Photoredox-Active Fluorosulfamoyl Radical Reagents DOI

Ting Xiong,

Qilong Chen, Ziyan Zhang

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(16), С. 12082 - 12092

Опубликована: Июль 29, 2024

Sulfur(VI) fluoride exchange (SuFEx) is a second-generation click chemistry reaction that relies on the unique reactivities of SVI–F bonds. The development efficient methods for incorporating S(VI)–F motif into molecules great significance. Sulfamoyl fluorides (R1R2NSO2F), serving as versatile SuFExable hubs, are typically synthesized by using "+SO2F" reagents to establish N-SO2F In this study, we report N-fluorosulfamoyl pyridium salts (NFSAPs) radical fluorosulfonamidation readily accessible and bench-stable. By employing NFSAPs essential fluorosulfamoyl (•NSO2F) precursors, direct installation NSO2F group onto (hetero)arenes alkenes achieved through distinct C–N bond formation reactions. This platform facilitates collective synthesis highly functionalized N-aryl, N-alkyl, N-alkenyl sulfamoyl (R1R2NSO2F) under mild photocatalytic conditions has been applied in late-stage functionalization pharmaceuticals peptides.

Язык: Английский

Процитировано

3

Imidazole-mediated Defluorosulfonylation of N-(Fluorosulfonyl)oxazolidinones Accessed by an Organoiodine(I/III)-catalyzed Oxyamination DOI

Hiroto Kimura,

Takuya Hashimoto

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134611 - 134611

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

0

Applications of Sulfonyl Fluorides DOI

季虹 俞

Advances in Material Chemistry, Год журнала: 2025, Номер 13(02), С. 161 - 170

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

0

Borenium-Catalyzed ‘Chain Walking’ DOI
Yangjian Quan, Zheng Zhu

Synlett, Год журнала: 2025, Номер unknown

Опубликована: Май 13, 2025

Abstract ‘Chain-walking’ chemistry, a catalytic process enabling the functionalization of remote positions in carbon chains, has traditionally relied on transition-metal catalysts to facilitate alkene isomerization and subsequent transformations. This Synpacts article reviews recent advancements hydroboration via chain-walking pathways, highlighting transition-metal-catalyzed strategies for α-, β-, terminal-selective borylation. Additionally, organoboron compounds emerging role borenium species as mimics are discussed. In particular, we highlight our work borenium-catalyzed ‘chain walking’ functionalization, where have unveiled novel metal-free ‘functionalization-then-isomerization’ strategy. 1 Introduction 2 Background 2.1 Transition-Metal-Catalyzed Remote Hydroboration 2.2 Isomerization Organoboron Compound 2.3 Borenium-Catalyzed Internal Alkenes 3 ‘Chain Walking’ 3.1 ‘Boron-Walking’ Strategy Design 3.2 Reaction Scope 3.3 Synthetic Application 3.4 Mechanistic Study 4 Summary Outlook

Язык: Английский

Процитировано

0

Copper-catalyzed three-component radical aminoazolation of vinylarenes with N-fluorobenzenesulfonimide and trimethylsilylazole derivatives DOI
Qingbing Yuan,

Cheng Wu,

Y. W. Bao

и другие.

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A general and efficient synthesis of amino-containing azole derivatives has been achieved via copper-catalyzed radical aminoazolation vinylarenes with N -fluorobenzenesulfonimide trimethylsilylazoles.

Язык: Английский

Процитировано

0

Decatungstate-Catalyzed Photochemical Reactions of Ethenesulfonyl Fluoride: A Linchpin Reagent for C–H Functionalization DOI

Chima E. Anyaegbu,

Joel F. Hooper

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 28, 2025

This work describes the use of ethenesulfonyl fluoride (ESF) as a powerful linchpin reagent in tetrabutylammonium decatungstate-catalyzed C-H bond functionalization reactions. As potent Michael acceptor, ESF can react with radicals generated by hydrogen atom abstraction photocatalyst to produce variety sulfonyl compounds. These fluorides serve versatile intermediates for synthesis sultones, sulfonamides, and sulfonates via inter- intramolecular SuFEx In addition, this method includes novel one-pot β-functionalized ketones directly from aldehydes.

Язык: Английский

Процитировано

0

Pyridinium-Based Fluorosulfonamide Reagents Enabled Photoredox-Catalyzed Radical Fluorosulfonamidation DOI

Heyin Li,

Xian Zhang, Zhen Wang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(31), С. 6714 - 6719

Опубликована: Июль 26, 2024

Sulfamoyl fluorides, as a crucial building block of SuFEx, have garnered extensive research interest due to their unique properties. However, the direct radical fluorosulfonamidation process for synthesis sulfamoyl fluorides has been overlooked. We herein disclosed practical procedure constructing redox-active fluorosulfonamide reagent named fluorosulfonyl-N-pyridinium tetrafluoroborate (PNSF) from SO2F2. These reagents can facilitate range reactions, including N-(fluorosulfonyl) sulfonamidation (hetero)arenes, sequential stereoselective fluorosulfonamidation, and 1,2-difunctionalization alkenes.

Язык: Английский

Процитировано

0

Application of Sulfonyl Fluorides in Organic Transformation DOI
Sichang Wang,

Chengxiang Zhou,

Yifeng Han

и другие.

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Окт. 21, 2024

Abstract Sulfonyl fluorides, due to their balanced potential reactivity and stability as well compatibility with biological systems, have become important synthetic intermediates building blocks in the fields of organic synthesis, drug discovery, materials science. Especially after report sulfur(VI) fluoride exchange (SuFEx) chemistry by Sharpless others, research on sulfonyl compounds related has increased significantly. This review summarizes application fluorides synthesis period 2014–2024, discussing different types reactions, including C–X bond formation (including C–C, C–N, C–F etc.), S–C formation, S–N S–O multicomponent ‘one-pot’ cyclization. 1 Introduction 2 Fluorides Applied (C, N, F) Bond Formation 3 4 5 6 Multicomponent Reactions 7 Cyclizations 8 Conclusion Perspective

Язык: Английский

Процитировано

0