Tetrahedron, Год журнала: 2024, Номер 166, С. 134194 - 134194
Опубликована: Авг. 22, 2024
Язык: Английский
Organic Letters, Год журнала: 2024, Номер 26(11), С. 2271 - 2275
Опубликована: Март 8, 2024
A clean and direct three-component radical 1,2-difunctionalization of various alkenes with perfluoroalkyl iodides thiosulfonates enabled by the electron donor–acceptor complex has been developed under light illumination at room temperature. The approach offers a convenient environmentally friendly route for simultaneous incorporation Csp3–Rf Csp3–S bonds, affording valuable polyfunctionalized alkane derivatives containing fluorine sulfur in satisfactory yields. Consequently, this methodology holds significant value practicality field organic synthesis.
Язык: Английский
Процитировано
9
ChemCatChem, Год журнала: 2023, Номер 15(20)
Опубликована: Июль 25, 2023
Abstract Thiols constitute an important family among sulfur‐containing compounds, with well‐established applications in various fields ranging from medicine to material science. For instance, thiol residues are good hydrogen donors which reduce radical species biological or chemical processes. However, even though the S−H bond activation of thiols for providing access thiyl radicals has been largely studied, desulfurative processes affording carbon‐based by C−S have less explored. In recent years, photoredox catalysis become prevalent method generation under soft reaction conditions readily available starting materials visible light. this context, studies devoted development photocatalytic procedures aiming at desulfurization derivatives leading new C−H, C−C C‐Het formation reactions. This review will cover synthetic methodologies and strategies photo‐mediated native thiols, thioethers, sulfonium salts xanthates organic compounds. emerging field is especially interesting transformations cysteine peptide derivatives.
Язык: Английский
Процитировано
11
Chemical Communications, Год журнала: 2023, Номер 59(75), С. 11196 - 11199
Опубликована: Янв. 1, 2023
A visible light-driven di-functionalization of maleimide with disulfide and in situ -generated singlet oxygen offers selective 1,2-thiohydroxylation under additive-free conditions.
Язык: Английский
Процитировано
9
Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 29, 2024
Abstract Photomediated Atom Transfer Radical Polymerization (photoATRP) is an activator regeneration method, which allows for the controlled synthesis of well‐defined polymers via light irradiation. Traditional photoATRP often limited by need high‐energy ultraviolet or violet light. These could negatively affect control and selectivity polymerization, promote side reactions, may not be applicable to biologically relevant systems. This drawback can circumvented introduction catalytic amount photocatalysts, absorb visible and/or NIR and, therefore, controlled, regenerative ATRP performed with dual‐catalytic cycle. Herein, a critical summary recent developments in field dual‐catalysis concerning Cu‐catalyzed provided. Contributions involved species are examined mechanistically, followed challenges future directions towards next generation advanced functional macromolecular materials.
Язык: Английский
Процитировано
3
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Фев. 17, 2025
Molecules containing fluoroalkyl and arylthio groups play a pivotal role in pharmaceutical agrochemical development. The simultaneous introduction of these functional through the 1,2-difunctionalization alkenes is an efficient strategy. Fluoroalkyl phenyl sulfones serve as accessible radical precursors; however, their tendency to interact with thiophenol via electron donor–acceptor interaction mechanism can impede desired transformation. Through meticulous selection solvent base, we successfully utilized copper catalysis facilitate alkene-involved three-component reaction. Our work unveils photoredox copper-catalyzed fluoroalkylation–thiolation using various (such perfluoroethyl, tetrafluoroethyl, trifluoromethyl, difluoromethyl, difluoroalkyl, difluorobenzyl). efficacy this approach exemplified by synthesis Kengreal derivatives.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Фев. 25, 2025
A TBHP-promoted trifluoromethyl-difluoromethylthiolation of alkenes was reported. Langlois' reagent used as a stable and inexpensive trifluoromethyl source. In the presence TBHP, radical generated reacted with alkenes, achieving new alkyl radical, which could be trapped by PhSO2SCF2H, forming C-C C-S bonds in one step incorporating difluoromethylthio groups. The mild conditions broad functional group tolerance endowed reaction great potential field pharmaceuticals agrochemicals.
Язык: Английский
Процитировано
0
Russian Chemical Bulletin, Год журнала: 2024, Номер 73(9), С. 2423 - 2532
Опубликована: Сен. 1, 2024
Язык: Английский
Процитировано
2
Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Dual ligand-enabled iron photocatalysis for the conversion of all kinds halogen-containing carboxylates (C n X m COO − , X: F, Cl, Br) to C radicals is disclosed chloro/fluoro-polyhaloalkylation non-activated alkenes.
Язык: Английский
Процитировано
2
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(17), С. 4762 - 4768
Опубликована: Янв. 1, 2024
A method for the generation of hexafluoroisopropyl radical by photoredox cleavage C,O bond is described. The key reagent obtained from hexafluoroisopropanol.
Язык: Английский
Процитировано
1
Angewandte Chemie, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 29, 2024
Abstract Photomediated Atom Transfer Radical Polymerization (photoATRP) is an activator regeneration method, which allows for the controlled synthesis of well‐defined polymers via light irradiation. Traditional photoATRP often limited by need high‐energy ultraviolet or violet light. These could negatively affect control and selectivity polymerization, promote side reactions, may not be applicable to biologically relevant systems. This drawback can circumvented introduction catalytic amount photocatalysts, absorb visible and/or NIR and, therefore, controlled, regenerative ATRP performed with dual‐catalytic cycle. Herein, a critical summary recent developments in field dual‐catalysis concerning Cu‐catalyzed provided. Contributions involved species are examined mechanistically, followed challenges future directions towards next generation advanced functional macromolecular materials.
Язык: Английский
Процитировано
0