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

Roshan I. Patel,

Barakha Saxena,

Anuj Sharma

и другие.

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

Electron-Donor-Mediated Divergent Transformation of Br–RF via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides DOI
Shupeng Zhang,

Jin-Xin Lan,

Mei-Ling Yang

и другие.

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

Процитировано

5

Copper-Mediated Phosphoniumation of Aryl/Vinyl Boronic Acids DOI

Dongchang Han,

Ao Wen,

Zhongzheng Tian

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 4, 2025

Following the successful construction of nitrilium/pyridinium and sulfonium salts, Chan-Lam coupling has been significantly advanced with first demonstration quaternary phosphonium salt synthesis. We present a method employing copper(II) acetate in trifluoroethanol to efficiently produce range aryl vinyl salts from boronic acids, including those derived complex natural products, thus overcoming phosphine oxidation issues expanding scope functionalized phosphorus.

Язык: Английский

Процитировано

0

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

Roshan I. Patel,

Barakha Saxena,

Anuj Sharma

и другие.

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

Процитировано

0