Progress in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 211 - 257
Опубликована: Янв. 1, 2024
Язык: Английский
Organic Letters, Год журнала: 2023, Номер 25(20), С. 3806 - 3811
Опубликована: Май 17, 2023
A Mn(I)-catalyzed site-selective nondirected C3-maleimidation of quinoxaline is established. Herein, the electrophilic C3-metalation precedes over o-directed strategy to access diversely substituted quinoxaline-appended succinimides. The products undergo PIFA-promoted C(sp2)-C(sp3) spirocyclization via π-electrons drifting from aryls and Selectfluor-mediated dehydrogenation succinimide at room temperature.
Язык: Английский
Процитировано
15
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(9), С. 6058 - 6070
Опубликована: Апрель 6, 2023
An efficient and practical N-arylation of hydantoins with substituted aryl/heteroaryl boronic acids has been established, assisted by CuF2/MeOH under the base ligand-free conditions at room temperature open air. The protocol is general, various N-arylated have prepared in excellent yields exclusive regioselectivity. combination was explored further to furnish selective N3-arylation 5-fluorouracil nucleosides. efficiency also demonstrated gram-scale synthesis marketed drug, Nilutamide. A mechanistic study based on density functional theory calculations revealed that both hydantoin MeOH are crucial for generation catalytically active copper species reaction process, addition their role as a reactant solvent, respectively. proposed mechanism indicated favorable MeOH, which helps initiate catalytic cycle forming square-planner Cu(II) complex where strong hydrogen-bond interactions observed. This expected improve understanding Cu(II)-catalyzed oxidative reactions de novo design development Cu-catalyzed coupling reactions.
Язык: Английский
Процитировано
9
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
Synlett, Год журнала: 2025, Номер unknown
Опубликована: Апрель 9, 2025
Abstract Carbon–carbon (C–C) bond formation reactions have contributed significantly to the construction of numerous important molecules that in various dimensions. Heterogeneous catalysts are recyclable and can convert a chemical reaction with same affinity as homogeneous counterpart provide an economically viable path. This account, therefore, focuses on different types C–C triggered by transition metal supported mostly zeolite-Y few oxide nanocatalysts. The account comprises our recent works devoted performed such heterogeneous including photocatalysts. 1 Introduction 2 Biaryl Synthesis C–Cl Bond Activation 3 3,3′-Bis(indolyl)methanes 4 C2 Trimerization Indoles 5 Cross-Aldol Condensation Reaction 6 Friedel–Crafts Benzylation Naphthol Phenol 7 Oxidative Coupling Naphthols 8 Conclusion
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Апрель 11, 2025
An EnT-mediated C3-N-heteroarylation of 2-aryl quinoxalines via decarboxylative radical-radical cross-coupling (C(sp2)-C(sp2)) with oxime esters is presented. Upon photoactivation, the triplet energy photocatalyst transferred to both reacting partners (oxime ester and 2-phenylquinoxaline). The excited undergoes fragmentation a C-centered N-heteroaryl radical an N-centered imine radical. former attacks C3 site quinoxaline diradical, while latter acts as hydrogen atom abstractor (HAA). Computational studies revealed that C-C bond formation heteroaryl energetically more favorable than C-N formation.
Язык: Английский
Процитировано
0
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(23), С. 16655 - 16660
Опубликована: Ноя. 14, 2023
A base-mediated 1,1-difunctionalization of vinylene carbonate has been achieved using two different nucleophiles, namely, thiol and alcohol, with the assistance air (O2). In alcoholic solvents, decarboxylation occurs at room temperature to provide a 1,1-difunctionalized product, where serves as an ethynol (C2) synthon in this three-component reaction. On other hand, acetonitrile, exclusive hydrothiolation under basic conditions temperature. This method offers one-pot decarboxylative regioselective difunctionalization for construction α-alkoxy-β-hydroxy sulfide.
Язык: Английский
Процитировано
4
Chemistry - An Asian Journal, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 7, 2024
Solvent plays an important role in many chemical reactions. The C-H activation has been one of the most powerful tools organic synthesis. These reactions are often assisted by solvents which not only provide a medium for but also facilitate reaching to product stage. solvent helps reaction profile both chemically and energetically reach targeted product. Organic transformations via from assistance perspective discussed this review. Various such as tetrahydrofuran (THF), MeCN, dichloromethane (DCM), dimethoxyethane (DME), 1,2-dichloroethane (1,2-DCE), dimethylformamide (DMF), dimethylsulfoxide (DMSO), isopropyl nitrile (
Язык: Английский
Процитировано
1
Chemical Communications, Год журнала: 2023, Номер 59(70), С. 10536 - 10539
Опубликована: Янв. 1, 2023
A Ru(II) catalyzed regioselective Heck-type C-H olefination of isoxazole with unactivated allyl phenyl sulfone is revealed. The solvent DCM offers dual sp2-sp2 activation via an N-directed strategy, leading to ortho-olefinated isoxazoles exclusive E-selectivity. On the other hand, in DCE solvent, serves as nitrile synthon and leads o-olefinated benzonitrile. At a higher temperature (110 °C) DCE, after ortho-olefination mediated cleavage delivered functionality.
Язык: Английский
Процитировано
3
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(21), С. 4404 - 4409
Опубликована: Авг. 7, 2024
Abstract A variety of α‐benzotriazinium ketones were prepared in 38%–89% yields through a copper(II)‐catalyzed Chan‐Lam reaction and [2,3]‐rearrangement one pot open to air from N ‐hydroxybenzotriazin‐4‐ones alkenyl boronic acids at room temperature. Experimental results showed that the copper catalyst not only played as cross‐coupling but also served Lewis acid control chemoselectivity [2,3]‐rearrangement. The tolerated various linear cyclic disubstituted acids. Moreover, ketone could be easily gram scales. present method highlights dual roles N,O‐vinyl moiety.
Язык: Английский
Процитировано
0
Progress in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 211 - 257
Опубликована: Янв. 1, 2024
Язык: Английский
Процитировано
0