Phototriggered Self-Catalyzed Phosphorylation of 3,4-Dihydroquinoxalin-2(1H)-ones with Diarylphosphine Oxides in EtOH

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Сен. 19, 2024

A highly effective external photocatalyst- and additive-free method for the phosphorylation of 3,4-dihydroquinoxalin-2(1

Язык: Английский

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Visible Light‐Enabled Decarboxylative Alkylation of Quinoxalin‐2(1H)‐ones using Alkyl Carboxylic Acids via Energy Transfer Process

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

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Visible‐light Induced C‐3 Carbamoylation of Quinoxalinones Assisted by EDA Complex

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Июнь 13, 2024

Abstract A visible‐light‐promoted strategy for the decarboxylative C‐3 carbamoylation of quinoxalinone scaffolds is developed. This approach initiates through formation an EDA complex between oxamic acid and quinoxalinone. Successive SET construct C−C bond. method utilizes aerial oxygen as green oxidant eradicates process from use external photocatalysts transition metals. Detailed synthetic photophysical studies enlighten reaction pathway.

Язык: Английский

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Visible Light-Induced Radical Cascade Functionalization of Quinoxalin-2(1H)-ones: Three-Component 1,2-Di(hetero)arylation Approach with Styrenes and Thianthrenium Salts

Organic Letters, Год журнала: 2024, Номер 26(41), С. 8821 - 8826

Опубликована: Окт. 9, 2024

The additive-free visible light-induced three-component 1,2-di(hetero)arylation of styrenes was developed using quinoxalin-2(1

Язык: Английский

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Electron-Donor-Mediated Divergent Transformation of Br–R_F via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides

Organic Letters, Год журнала: 2024, Номер 26(46), С. 9990 - 9995

Опубликована: Ноя. 11, 2024

We have developed an unprecedented electron-donor-controlled divergent reaction between

Язык: Английский

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Adamantane-Quinoxalone Hybrids: Precision Chemotypes and Their Molecular Mechanisms in Acute Myeloid Leukemia

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

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Advances in Photoinduced Minisci-like Reactions

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Июль 29, 2024

Abstract The Minisci reaction, which has been around for more than five decades, is still the preferred tool straightforward alkylation of basic heteroarenes. recent developments in photocatalysis have opened novel pathways radical generation under milder and sustainable conditions. Implementing this approach into reaction renewed interest transformation, attractive per se Medicinal Chemistry. Aspects such as sacrificial oxidants, catalysts, specific conditions should be carefully examined to evaluate practicability protocol. This short review focuses on advances (2020 February 2024) photoinduced Minisci-type reactions, emphasizing sustainability. 1 Introduction 2 Using Noble-Metal-Based Photocatalysts 3 Noble-Metal-Free Methods Sacrificial Oxidants 4 Without 5 Conclusions Perspectives

Язык: Английский

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Self-Catalyzed Sono-Photoinduced Arylation of Quinoxalin-2(1H)-ones with Arylhydrazines

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 25, 2024

Herein, the first example of self-catalyzed sono-photoinduced carbon-carbon bond formation was described. Combining advantages phototriggered self-catalysis and ultrasonic catalysis, a wide range 3-arylquinoxalin-2(1

Язык: Английский

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Visible-Light-Induced Cascade Cyclization of 1-(2-(Arylethynyl)benzoyl)indoles into Sulfonated Benazepino[1,2-a]indolones

Organic Letters, Год журнала: 2024, Номер 26(50), С. 10982 - 10987

Опубликована: Дек. 10, 2024

1-(2-(Arylethynyl)benzoyl)indoles were developed as an innovative scaffold for radical cascade cyclization under visible-light and mild conditions, enabling efficient synthesis of sulfonated benazepino[1,2-

Язык: Английский

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Photoredox Cross Dehydrogenative C(sp²)-C(sp³) Coupling of Heteroarenes with Secondary Amines through 1,5-HAT

Chemical Communications, Год журнала: 2024, Номер 60(72), С. 9757 - 9760

Опубликована: Янв. 1, 2024

The functionalization of α-C(sp

Язык: Английский

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