The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 21, 2024
A visible-light-driven radical C-H methylation of
Язык: Английский
New Journal of Chemistry, Год журнала: 2024, Номер 48(17), С. 7614 - 7638
Опубликована: Янв. 1, 2024
In the iodine–DMSO medium, methyl group of azaarenes is converted into aldehyde via Kornblum oxidation and trapped in situ by nucleophiles to create azaarene-linked functionalized scaffolds.
Язык: Английский
Процитировано
12
Journal of Medicinal Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Март 31, 2025
Acute myeloid leukemia (AML) is an aggressive blood cancer with a poor prognosis, especially when diagnosed late. Around 10–15% of cases involve the specific chromosomal abnormality t(8;21), which drives uncontrolled cell proliferation and contributes to disease onset. Despite advances in AML research treatment protocols, outcomes for t(8;21) remain stagnant, as patients receive standard, nonspecific chemotherapies. This one-size-fits-all approach targets both cancerous healthy cells, leading unwanted toxicity highlighting urgent need targeted therapies. In this study, we present precision chemotype based on quinoxalone-tethered adamantane framework developed via metal- light-free protocol. The compound selectively inhibits induces death by disrupting growth metabolic pathways, demonstrated through bioassays, RNA sequencing, proteomic analysis. Notably, it spares other leukemic solid underscoring its specificity potential therapy AML.
Язык: Английский
Процитировано
1
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(18), С. 13339 - 13350
Опубликована: Авг. 31, 2023
We report a metal- and photocatalyst-free C3 α-aminomethylation of quinoxalin-2(1H)-ones with N-alkyl-N-methylanilines. The reaction proceeds through the formation photoactivated electron donor–acceptor complex between present method provides mild environmentally friendly protocol that exhibits good atom economy excellent functional group tolerance to obtain library biologically significant α-aminomethylated in yields.
Язык: Английский
Процитировано
14
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(9), С. 6334 - 6344
Опубликована: Апрель 15, 2024
A one-pot strategy for deoxygenative alkylation of alcohols with quinoxalin-2(1H)-ones was developed by using xanthate salts as alcohol-activating groups radical generation in the presence tricyclohexylphosphine under visible-light-promoted conditions. The remarkable features this reaction include a broad substrate scope, excellent functional group tolerance, mild conditions, and simple operation. Moreover, synthetic utility validated success two-step reactions, scale-up synthesis, chemoselective monodeoxygenation diols.
Язык: Английский
Процитировано
6
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(12), С. 2735 - 2741
Опубликована: Апрель 20, 2024
Abstract Here in, we describe the photochemical decarboxylative alkylation of quinoxalin‐2(1 H )‐ones using commercially accessible carboxylic acids with oxygen as sole oxidant through energy transfer process. The coupling diverse array alkyl (1° to 3°) and bioactive is successfully accomplished achieve desired alkylated products.
Язык: Английский
Процитировано
6
Chemistry - A European Journal, Год журнала: 2023, Номер 29(47)
Опубликована: Июнь 7, 2023
In the present manuscript, we reported first visible-light-enabled direct C3-H alkylation/arylation of quinoxalin-2(1H)-ones with unactivated alkyl/aryl chlorides under metal-free conditions. A wide range alkyl and aryl containing different functionalities are coupled a variety quinoxalin-2(1H)-one derivatives mild reaction conditions to afford C3-alkyl/aryl substituted in moderate good yields.
Язык: Английский
Процитировано
11
Green Chemistry, Год журнала: 2024, Номер 26(14), С. 8161 - 8203
Опубликована: Янв. 1, 2024
The strategic installation of the “magic methyl” group has become highly desirable for drug discovery. This review summarized recent photochemical and electrochemical strategies in installing methyl group.
Язык: Английский
Процитировано
4
Chemistry - A European Journal, Год журнала: 2023, Номер 29(72)
Опубликована: Окт. 6, 2023
Direct C-H methylation is a highly valuable approach for introducing methyl groups into organic molecules, particularly in pharmaceutical chemistry. Among the various methodologies available, photo-induced stands out as an exceptional choice due to its mild reaction conditions, energy efficiency, and compatibility with functional groups. This article offers comprehensive review of photochemical strategies employed direct selective C(sp3 )-H, C(sp2 C(sp)-H bonds molecules. The discussed encompass transition-metal-based photocatalysis, organophotocatalysis, well other metal-free approaches, including electron donor-acceptor (EDA)-enabled transformations. Importantly, wide range easily accessible agents such tert-butyl peroxide, methanol, DMSO, ether, TsOMe, N-(acetoxy)phthalimide, acetic acid, halides, even methane can serve effective methylating reagents modifying diverse targets. These advancements are anticipated drive further progress fields synthesis, development, opening up exciting avenues creating novel molecules discovering new drug compounds.
Язык: Английский
Процитировано
9
Green Synthesis and Catalysis, Год журнала: 2024, Номер unknown
Опубликована: Дек. 1, 2024
Язык: Английский
Процитировано
3
Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
Recent advances in the photo-promoted C3–H alkylation reaction of quinoxalin-2(1 H )-ones with different agents.
Язык: Английский
Процитировано
0