Generation and Application of Aryl Radicals Under Photoinduced Conditions

Chemistry - A European Journal, Год журнала: 2024, Номер 30(31)

Опубликована: Март 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.

Язык: Английский

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

Organic Letters, Год журнала: 2024, Номер 26(17), С. 3622 - 3627

Опубликована: Апрель 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.

Язык: Английский

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

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 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.

Язык: Английский

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Radical Cyclization-initiated Difunctionalization Reactions of Alkenes and Alkynes

Опубликована: Апрель 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.

Язык: Английский

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Radical Cyclization-Initiated Difunctionalization Reactions of Alkenes and Alkynes

Molecules, Год журнала: 2024, Номер 29(11), С. 2559 - 2559

Опубликована: Май 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.

Язык: Английский

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

Chemical Communications, Год журнала: 2024, Номер 60(62), С. 8075 - 8078

Опубликована: Янв. 1, 2024

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

Язык: Английский

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