Amination of Phenols and Halophenols via Pyridinium–Iridium Dual Photocatalysis

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(16), P. 12173 - 12180

Published: July 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.

Language: Английский

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

Scientific Data, Journal Year: 2024, Volume and Issue: 11(1)

Published: Aug. 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.

Language: Английский

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

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 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

Language: Английский

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Amination of Phenols and Halophenols via Pyridinium–Iridium Dual Photocatalysis

Published: April 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.

Language: Английский

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

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 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.

Language: Английский

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

Tetrahedron, Journal Year: 2024, Volume and Issue: 162, P. 134119 - 134119

Published: June 20, 2024

Language: 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, Journal Year: 2024, Volume and Issue: 1323, P. 140621 - 140621

Published: Nov. 10, 2024

Language: Английский

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