Generation and Application of Aryl Radicals Under Photoinduced Conditions

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(31)

Published: March 28, 2024

Abstract Photoinduced aryl radical generation is a powerful strategy in organic synthesis that facilitates the formation of diverse carbon‐carbon and carbon‐heteroatom bonds. The synthetic applications photoinduced complex compounds, including natural products, physiologically significant molecules, functional materials, have received immense attention. An overview current developments production methods their uses given this article. A generalized idea how to choose reagents approach for radicals described, along with techniques associated mechanistic insights. Overall, article offers critical assessment results as well selection reaction parameters specific context cascades, cross‐coupling reactions, functionalization, selective C−H functionalization substrates.

Language: Английский

---

Radical N₂-Retention Cyclizations of Aryl Diazoniums: Access to 7/8/9-Membered Heterocycles

Organic Letters, Journal Year: 2024, Volume and Issue: 26(17), P. 3622 - 3627

Published: April 25, 2024

We report herein a modular approach to synthesizing diverse functionalized 7/8/9-membered poly-N-containing heterocycles via oxidative radical N2-retention cyclizations of allylic aryl diazonium salts using CF3SO2Na as CF3 source. A range trifluoromethylated benzotriazepines, benzotriazocines, and benzotriazonines were obtained in moderate good yields. This transition-metal-free protocol demonstrates atom economy, safe conditions, broad functional group tolerance, availability readily accessible reagents.

Language: Английский

---

Discovery and Development of an Aerobic Radical Hydroxyarylation Reaction Using Aryl Halides, Olefins, and O₂

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 17, 2025

Herein, we report the development of a radical hydroxyarylation reaction through coupling an aryl radical, olefin, and O2. Photoredox activation silyl halogen atom abstractor enables mild generation reactivity in 5-exo, 6-exo, dearomative cyclizations to synthesize variety hydroxylated semisaturated fused ring systems. Expansion substrate scope include bromide starting materials reveals crucial role iodide catalytic cycle.

Language: Английский

---

Radical Cyclization-initiated Difunctionalization Reactions of Alkenes and Alkynes

Published: April 15, 2024

Radical reactions are powerful in the synthesis of diverse molecular scaffolds bearing functional groups. In pervious review articles, we have presented 1,2-difunctionalizations, remote 1,3-, 1,4-, 1,5-, 1,6- and 1,7-difunctionalizations, addition followed by cyclization reactions. Presents this paper radical second functionalization The could be realized atom transfer reactions, or transition metal-assisted coupling with neutral molecules, cationic anionic species.

Language: Английский

---

Radical Cyclization-Initiated Difunctionalization Reactions of Alkenes and Alkynes

Molecules, Journal Year: 2024, Volume and Issue: 29(11), P. 2559 - 2559

Published: May 29, 2024

Radical reactions are powerful in the synthesis of diverse molecular scaffolds bearing functional groups. In previous review articles, we have presented 1,2-difunctionalizations, remote 1,3-, 1,4-, 1,5-, 1,6- and 1,7-difunctionalizations, addition followed by cyclization reactions. Presented this paper is radical second functionalization reaction. The could be realized atom transfer reactions, or transition metal-assisted coupling with neutral molecules, cationic anionic species.

Language: Английский

---

Three-component cascade carbopalladation/Heck cyclization/borylation: facile access to boryl-functionalized indenes

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(62), P. 8075 - 8078

Published: Jan. 1, 2024

A mild Pd-catalyzed three-component cascade cyclization functionalization of

Language: Английский

---