Chinese Journal of Organic Chemistry, Год журнала: 2022, Номер 42(9), С. 2682 - 2682
Опубликована: Янв. 1, 2022
Язык: Английский
Science, Год журнала: 2024, Номер 383(6684), С. 750 - 756
Опубликована: Фев. 15, 2024
Water can accelerate a variety of organic reactions far beyond the rates observed in classical solvents. However, using pure water as solvent introduces solubility constraints that have limited applicability efficient photochemistry particular. We report here formation aggregates between pairs arenes, heteroarenes, enamines, or esters with different electron affinities an aqueous medium, leading to oil-water phase boundary through substrate melting point depression. The active hydrogen atoms reactants engage bonds water, thereby accelerating photochemical reactions. This methodology realizes appealingly simple conditions for coupling complex solid molecules, including drug molecules are poorly soluble water.
Язык: Английский
Процитировано
35
Chemical Communications, Год журнала: 2022, Номер 58(28), С. 4476 - 4479
Опубликована: Янв. 1, 2022
A ruthenium-catalyzed oxidative coupling of vinylene carbonate with isoxazoles has been developed to achieve the direct C-H formylmethylation a diverse array arylisoxazoles utilizing isoxazole ring as directing group. simple manipulation established reaction conditions leads formation fused-anthranils. Importantly, functions both formylmethyl cation equivalent through decarboxylation process and an acetylene equivalent. Control experiments were conducted elucidate plausible mechanism. This methodology is expected provide facile expeditious approach for synthesis
Язык: Английский
Процитировано
25
Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(22), С. 5717 - 5734
Опубликована: Янв. 1, 2023
Vinylene carbonate (VC) has emerged as a promising coupling partner to participate in various attractive C–H conversions and implement an increasing number of novel reactions. In this review, we provide summary the advancements achieved metal-catalyzed functionalization using VC.
Язык: Английский
Процитировано
16
Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(9), С. 1457 - 1464
Опубликована: Апрель 14, 2023
Abstract In this study, Rh(III)‐catalyzed C−H bifunctionalization and direct vinylene annulation of sulfoxonium ylides N ‐carbamoylindoles with carbonate was accomplished, which afforded a series naphthalenones containing β‐ketosulfoxonium ylide moiety, isocoumarins, pyrimidones. This protocol featured mild conditions, broad substrate scope, functional‐groups compatibility. addition, related applications preliminary mechanistic exploratory were also investigated magnified image
Язык: Английский
Процитировано
14
Organic Letters, Год журнала: 2023, Номер 25(18), С. 3206 - 3209
Опубликована: Май 4, 2023
Isoquinoline is a privileged structure in many bioactive compounds and valuable ligands. Transition-metal-catalyzed oxidative annulation of imine derivatives has become promising synthetic method; however, catalytic synthesis 3,4-nonsubstituted isoquinolines by formal acetylene been scarce to date. Herein, we introduce vinyl selenone as an effective surrogate for the Rh-catalyzed annulative coupling under mild conditions. The Se fragment can be recovered diselenide recycled. product readily converted 1-aminoisoquinolines.
Язык: Английский
Процитировано
11
Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(20), С. 3400 - 3412
Опубликована: Сен. 6, 2023
Abstract Recently, vinylene carbonate has been developed as a powerful synthon in transition metal‐catalyzed C−H bond activation/cyclization reactions. This review introduces recent progress the use of reactant, by analyzing and comparing reaction models involving surrogate ethynol, acetylene, acetylation reagents or other reactants, while addressing related mechanisms synthetic applications.
Язык: Английский
Процитировано
11
Green Synthesis and Catalysis, Год журнала: 2025, Номер unknown
Опубликована: Март 1, 2025
Язык: Английский
Процитировано
0
RSC Advances, Год журнала: 2025, Номер 15(21), С. 16921 - 16938
Опубликована: Янв. 1, 2025
Amidine compounds, as important nitrogen analogues of isoelectronic carboxylic acids, are found throughout biologically active molecules and serve the most attractive precursors for synthesis N -containing compounds.
Язык: Английский
Процитировано
0
RSC Medicinal Chemistry, Год журнала: 2023, Номер 14(12), С. 2509 - 2534
Опубликована: Янв. 1, 2023
This review will be an essential toolbox for medicinal and bioorganic chemists seeking novel multifunctional hybrid bioactive N-heterocycles drug discovery. The work highlights the need relevance of unexplored bioisosterism employing isoquinoline-based small-molecules in design.
Язык: Английский
Процитировано
8
European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(44)
Опубликована: Сен. 27, 2023
Abstract A mild and convenient synthesis of 3,4‐unsubstituted isoquinolones has been achieved from N ‐methoxybenzamides vinylene carbonate as an acetylene surrogate with a versatile rhodium(III) catalyst. The reaction proceeded at room temperature in biomass derived ethanol solvent. This protocol avoids the use stoichiometric external oxidant, served internal oxidant. C−H/N−H activation annulation manifold broad substrate scope excellent levels regioselectivities. preliminary mechanistic studies suggest facile reversible chelation‐assisted C−H rhodation. Diversification provide access to 4‐substituted isoquinolines, which are complementary previously reported protocols.
Язык: Английский
Процитировано
8