Remote site-selective arene C–H functionalization enabled by N-heterocyclic carbene organocatalysis

Nature Catalysis, Год журнала: 2024, Номер 7(8), С. 900 - 911

Опубликована: Июль 11, 2024

Язык: Английский

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Photocatalysis with organic dyes: facile access to reactive intermediates for synthesis

Beilstein Journal of Organic Chemistry, Год журнала: 2020, Номер 16, С. 1163 - 1187

Опубликована: Май 29, 2020

Organic dyes have emerged as a reliable class of photoredox catalysts. Their great structural variety combined with the easy fine-tuning their electronic properties has unlocked new possibilities for generation reactive intermediates. In this review, we provide an overview available approaches to access intermediates that employ organophotocatalysis. Our contribution is not comprehensive description work in area but rather focuses on key concepts, accompanied by few selected illustrative examples. The review organized along type formed reaction, including C(sp 3 ) and 2 carbon-, nitrogen-, oxygen-, sulfur-centered radicals, open-shell charged species, sensitized organic compounds.

Язык: Английский

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Visible-Light-Enabled Ortho-Selective Aminopyridylation of Alkenes with N-Aminopyridinium Ylides

Journal of the American Chemical Society, Год журнала: 2020, Номер 142(28), С. 12420 - 12429

Опубликована: Июль 2, 2020

By utilizing an underexplored reactivity mode of N-aminopyridinium ylides, we developed the visible-light-induced ortho-selective aminopyridylation alkenes via radical-mediated 1,3-dipolar cycloaddition. The photocatalyzed single-electron oxidation ylides generates corresponding radical cations that enable previously inaccessible 1,3-cycloaddition with a broader range alkene substrates. resulting cycloaddition adducts rapidly undergo subsequent homolytic cleavage N-N bond, conferring substantial thermodynamic driving force to yield various β-aminoethylpyridines. Remarkably, amino and pyridyl groups can be installed into both activated unactivated modular control ortho-selectivity 1,2-syn-diastereoselectivity under metal-free mild conditions. Combined experimental computational studies are conducted clarify detailed reaction mechanism origins site selectivity diastereoselectivity.

Язык: Английский

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Difunctionalization of Alkenes and Alkynes via Intermolecular Radical and Nucleophilic Additions

Molecules, Год журнала: 2020, Номер 26(1), С. 105 - 105

Опубликована: Дек. 28, 2020

Popular and readily available alkenes alkynes are good substrates for the preparation of functionalized molecules through radical and/or ionic addition reactions. Difunctionalization is a topic current interest due to its high efficiency, substrate versatility, operational simplicity. Presented in this article followed by oxidation nucleophilic reactions difunctionalization or alkynes. The could be accomplished 1,2-addition (vicinal) 1,n-addition (distal remote) if H-atom group-transfer involved reaction process. A wide range moieties, such as alkyl (R), perfluoroalkyl (Rf), aryl (Ar), hydroxy (OH), alkoxy (OR), acetatic (O2CR), halogenic (X), amino (NR2), azido (N3), cyano (CN), well sulfur- phosphorous-containing groups can incorporated Radicals generated from peroxides single electron transfer (SET) agents, under photoredox electrochemical employed

Язык: Английский

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Iron-catalysed asymmetric carboazidation of styrenes

Nature Catalysis, Год журнала: 2020, Номер 4(1), С. 28 - 35

Опубликована: Дек. 14, 2020

Язык: Английский

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