Amination of Phenols and Halophenols via Pyridinium–Iridium Dual Photocatalysis

ACS Catalysis, Год журнала: 2024, Номер 14(16), С. 12173 - 12180

Опубликована: Июль 30, 2024

In this study, we present a photochemical method for the amination of phenols (C–H) and halophenols (SNAr), facilitated by dual catalytic pathways involving both Ir(III) photocatalysis phenol–pyridinium electron donor–acceptor complexation. By incorporating pyridinium additive, achieved efficient C–N coupling between diverse aromatic nitrogen nucleophiles, delivering high yields (up to 99%) across wide range substrates, including pharmaceuticals natural products. We investigate reaction selectivity substrate compatibility/limitations through combination experimental computational techniques. Moreover, highlight synthetic versatility products various late-stage functionalizations grafting two different heteroarenes onto one phenol scaffold.

Язык: Английский

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IrCytoToxDB: a dataset of iridium(III) complexes cytotoxicities against various cell lines

Scientific Data, Год журнала: 2024, Номер 11(1)

Опубликована: Авг. 10, 2024

Iridium(III) complexes nowadays became rising stars in various health-related applications. Thus, there is a necessity to assess cytotoxicity of the synthesized molecules against cancer/normal cell lines. In this report, we present dataset 2694 experimental values 803 iridium 127 different We specify conditions and provide representation machine-readable format. The provides starting point for exploration new iridium-based cellular probes opens possibilities predictions toxicities data-driven generation organometallic anticancer agents.

Язык: Английский

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Photoactivation of Thianthrenium Salts: An Electron-Donor–Acceptor (EDA)-Complex Approach

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 14, 2025

Thianthrenium salts have emerged as one of the most versatile reagents, gaining significant popularity within synthetic community for their utility in construction C-C and C-X (X = N, O, S, P, halogens) bonds. The use photoredox transition metal catalysis with thianthrenium C-heteroatom bond formation is well established. However, these methods require elevated temperatures, expensive catalysts, ligands under stringent conditions effective execution. In contrast, photocatalysis- transition-metal-free approaches constructing bonds using salt derivatives become increasingly sought after. this regard, electron-donor-acceptor (EDA)-complex reactions a powerful strategy organic synthesis, eliminating need photocatalysts visible light irradiation. EDA-complex photochemistry exploits electron-acceptor properties salts, facilitating rapid generation radical intermediates via C-S cleavage. These play pivotal role enabling variety valuable formations. Perspective, we highlight advances EDA-complex-mediated involving mechanisms, substrate scope, limitations For sake brevity, article organized into five main sections: (1) Nitrogen-based donor reactions, (2) Oxygen-based (3) Sulfur-based (4) Phosphorus-based (5) π-based focus on C-C, C-S, C-B C-P

Язык: Английский

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Amination of Phenols and Halophenols via Pyridinium–Iridium Dual Photocatalysis

Опубликована: Апрель 12, 2024

In this study, we present a photochemical method for the amination of phenols (C–H) and halophenols (SNAr), facilitated by dual catalytic pathways involving both Ir(III) photocatalysis phenol–pyridinium EDA complexation. By incorporating pyridinium additive, achieved efficient C–N coupling between diverse aromatic nitrogen nucleophiles, delivering high yields (up to 99%) across wide range substrates, including pharmaceuticals natural products. We investigate reaction selectivity substrate compatibility/limitations through combination experimental computational techniques. Moreover, highlight synthetic versatility products various late-stage functionalizations grafting two different heteroarenes onto one phenol scaffold.

Язык: Английский

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Cu(ii)-catalyzed synthesis of N-sulfonated quinolin-2(1H)-one-3-carboxamides

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Herein, we present an efficient Cu( ii )-catalyzed cascade synthesis of sulfonated 3-carboxamide quinolin-2-(1 H )-ones. Inthis paper, sulfonylhydrazides underwent unusual N–N bond cleavage and functioned as sulfamide synthons.

Язык: Английский

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Beyond the Zincke reaction: Modern advancements in the synthesis and applications of N-aryl pyridinium salts

Tetrahedron, Год журнала: 2024, Номер 162, С. 134119 - 134119

Опубликована: Июнь 20, 2024

Язык: Английский

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Copper nitrate as a powerful and eco-friendly natural catalyst for mediator-free aerobic oxidation of 2,3-dihydroquinazolinones and 1,4-dihydropyridines under mild conditions

Journal of Molecular Structure, Год журнала: 2024, Номер 1323, С. 140621 - 140621

Опубликована: Ноя. 10, 2024

Язык: Английский

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