Ferrocene-Mediated Photocatalytic Annulation of N-Sulfonyl Ketimines on a Polycrystalline WSe₂ Semiconductor Photocatalyst

ACS Catalysis, Год журнала: 2023, Номер 13(19), С. 13071 - 13076

Опубликована: Сен. 22, 2023

A merger of heterogeneous polycrystalline WSe2 semiconductor photocatalysis and homogeneous ferrocene redox catalysis for the cascade radical coupling-annulation reactions was established. In redox-mediated photocatalysis, can improve separation photogenerated hole–electron pairs on by consuming hole via formation a cation, which triggered molecular transformations. Various benzo[e]imidazo[1,5-c][1,2,3]oxathiazine 5,5-dioxides were formed through semiheterogeneous three-component reaction N-sulfonyl ketimines, N-arylglycines, formaldehyde.

Язык: Английский

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Recent advances in the electrochemical generation of 1,3-dicarbonyl radicals from C–H bonds

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(11), С. 2830 - 2848

Опубликована: Янв. 1, 2023

Recent advances in the electrochemical generation of 1,3-dicarbonyl radicals from C–H bonds and their mechanistic insights synthetic applications have been summarized.

Язык: Английский

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Electrophilic Halospirocyclization of N-Benzylacrylamides to Access 4-Halomethyl-2-azaspiro[4.5]decanes

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 13610 - 13621

Опубликована: Сен. 11, 2023

An electrophilic spirocyclization of N-benzylacrylamides with N-halosuccinimides (NXS) as the halogenating reagents has been developed. This reaction is carried out at room temperature under simple conditions without relying on metal reagents, photochemistry, or electrochemistry, providing a fast and efficient route to synthesize wide variety 4-halomethyl-2-azaspiro[4.5]decanes satisfactory yields. The approach further highlighted through gram-scale synthesis diverse transformations spiro products.

Язык: Английский

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Ferrocene/air double-mediated FeTiO₃-photocatalyzed semi-heterogeneous annulation of quinoxalin-2(1H)-ones in EtOH/H₂O

Chemical Communications, Год журнала: 2023, Номер 59(94), С. 14029 - 14032

Опубликована: Янв. 1, 2023

With both ferrocene and air as the redox catalysts, for first time, low-cost natural ilmenite (FeTiO3) was successfully used photocatalytic bond formations. Under assistance of a traceless H-bond, HCHO methylene reagent, variety imidazo[1,5-a]quinoxalinones were semi-heterogeneously photosynthesized in high yields with good functional group compatibility.

Язык: Английский

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EtOH-catalyzed electrosynthesis of imidazolidine-fused sulfamidates fromN-sulfonyl ketimines,N-arylglycines and formaldehyde

Green Chemistry, Год журнала: 2023, Номер 25(14), С. 5539 - 5542

Опубликована: Янв. 1, 2023

With formaldehyde as an atom-economical carbonyl synthon, the EtOH-catalyzed electrochemical multicomponent synthesis of various imidazolidine-fused sulfamidates under organic oxidant-free, energy-saving and mild conditions was developed.

Язык: Английский

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Recent Advances in the Electrochemical Defluorinative Transformations of C—F Bonds

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(16), С. 1913 - 1928

Опубликована: Апрель 24, 2024

Comprehensive Summary Organic fluorine compounds are ubiquitous and pivotally important organic molecules, yet their activation transformation have long been a formidable challenge due to the high energy low reactivity of C—F bonds. electrosynthesis, an environmentally benign synthetic method in chemistry, enables myriad chemical transformations without need for external redox reagents. In recent years, electrochemistry has emerged as powerful tool achieving bonds fluorine‐containing compounds. This review aims succinctly recapitulate latest advancements electrochemical defluorinative delve into reaction design, mechanistic insights, developmental prospects these methods. Key Scientists 1959, Lund was first pioneer electroreduction CF 3 CH group. Electrochemistry lately provided new opportunities efficient conversion fluorides. 2020, Zhou coworkers discovered carboxylation α‐CF alkenes. Lambert colleagues reported electrophotocatalytic amination aryl Electrochemical hydrodefluorination trifluoromethylketones developed by Lennox 2021. same year, Wang Guo disclosed radical alkylation alkenes with Katritzky salts alkyl precursors. Subsequently, Wu Liao described transition‐metal‐free, site‐selective arylation polyfluoroarenes (het)arenes using paired electrophotocatalysis. 2023, numerous efforts were made achieve bond activation. Xia organoboron‐controlled chemoselective sequential (deutero)hydrodefluorination trifluoroacetamides.

Язык: Английский

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Seminormal-BrCH₂CH₂OH-mediated electrochemical epoxidation of unactivated olefins

Green Chemistry, Год журнала: 2024, Номер 26(4), С. 2157 - 2161

Опубликована: Янв. 1, 2024

An electrochemical epoxidation of unactivated olefins with water as the source oxygen has been developed.

Язык: Английский

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Organophotoelectrochemical silylation cyclization for the synthesis of silylated 3-CF₃-2-oxindoles

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(14), С. 3585 - 3590

Опубликована: Янв. 1, 2023

An organophotoelectrochemical approach for silylation cyclization of CF3-substituted N -arylacrylamides with organosilanes under transition-metal-free and oxidant-free conditions has been developed.

Язык: Английский

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Photoredox streamlines electrocatalysis: photoelectrosynthesis of polycyclic pyrimidin-4-ones through carbocyclization of unactivated alkenes with malonates

Green Chemistry, Год журнала: 2024, Номер 26(7), С. 4199 - 4208

Опубликована: Янв. 1, 2024

A new photoelectrocatalytic mode permits the synthesis of polycyclic pyrimidin-4-ones through dehydrogenative cyclization malonates with unactivated alkenes.

Язык: Английский

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Regio- and stereoselective electrochemical selenoalkylation of alkynes with 1,3-dicarbonyl compounds and diselenides

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(10), С. 2815 - 2820

Опубликована: Янв. 1, 2022

A regio- and stereoselective electrochemical approach for the selenoalkylation of alkynes with 1,3-dicarbonyl compounds diselenides has been developed.

Язык: Английский

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