Cross-Coupling of Carbonyl Derivatives and N-Arylamines Enabled by Visible Light for Easy Access to 1,2-Amino Alcohols

The Journal of Organic Chemistry, Год журнала: 2025, Номер 90(2), С. 1078 - 1084

Опубликована: Янв. 7, 2025

We disclosed a new strategy for the synthesis of 1,2-amino alcohols enabled by visible light without requirement photocatalyst and metal. Under irradiation at 400 nm, reaction carbonyl derivatives N-arylamines proceeds via an electron-donor-acceptor (EDA) intermediate, obtaining diverse vicinal amino decorated with two-electron-rich/-deficient aryl group.

Язык: Английский

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Electron Donor-Acceptor (EDA) Complex-Driven Activation of N-α C—H Bonds

Chinese Journal of Organic Chemistry, Год журнала: 2025, Номер 45(2), С. 559 - 559

Опубликована: Янв. 1, 2025

Язык: Английский

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Iodoarene Activation: Take a Leap Forward toward Green and Sustainable Transformations

Chemical Reviews, Год журнала: 2025, Номер unknown

Опубликована: Март 7, 2025

Constructing chemical bonds under green sustainable conditions has drawn attention from environmental and economic perspectives. The dissociation of (hetero)aryl-halide is a crucial step most arylations affording (hetero)arene derivatives. Herein, we summarize the (hetero)aryl halides activation enabling direct (hetero)arylation trapping reagents construction highly functionalized (hetero)arenes benign conditions. strategies for aryl iodides are classified into (a) hypervalent iodoarene followed by functionalization thermal/photochemical conditions, (b) aryl-I bond in presence bases with/without organic catalysts promoters, (c) photoinduced presence/absence organophotocatalysts, (d) electrochemical direct/indirect electrolysis mediated organocatalysts mediators acting as electron shuttles, (e) electrophotochemical redox-active organocatalysts. These modes result exhibiting diverse reactivity formal cations/radicals/anions aryne precursors. coupling these reactive intermediates with leads to facile selective formation C-C C-heteroatom bonds. ecofriendly, inexpensive, functional group-tolerant offer alternatives transition metal-based catalysis.

Язык: Английский

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Visible-Light-Mediated Synthesis of Anomeric S-Aryl Glycosides via Electron Donor–Acceptor Complex Using Thianthrenium Salts

Molecules, Год журнала: 2025, Номер 30(6), С. 1315 - 1315

Опубликована: Март 14, 2025

S-Aryl glycosides are not only popular glycosyl donors in carbohydrate chemistry but also serve as valuable tools various biological studies, which has brought significant attention to their preparation. However, there remains a pressing need for greener synthesis methods this area. In response, mild, sustainable, and metal- photocatalyst-free electron donor–acceptor (EDA)-mediated approach synthesizing using 1-thiosugar aryl thianthrenium salt was developed. Our strategy utilizes the donor, overcoming traditional reliance on electron-rich thiols, such or carbonyl typically required forming EDA complexes.

Язык: Английский

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Transition‐Metal Free Arylation of Therapeutically Important Heterocycles

ChemistrySelect, Год журнала: 2024, Номер 9(19)

Опубликована: Май 15, 2024

Abstract The transition‐metal‐free synthesis of organic compounds especially heterocycles is in resonance with one the twelve principles proposed by Prof. Paul Anastas his renowned work towards sustainable development green chemistry. Traditional‐metal‐catalyzed reactions often involve expensive or toxic metal catalysts, and there a growing interest developing more environmentally friendly methods. arylation an important area research chemistry, particularly biologically active pharmaceuticals. Arylation at different positions enhances potency stability pharmaceutically scaffolds. In this review, overview synthetic protocols developed for variety heterocyclic including, pyrroles, pyridines, thiophene, indole, oxindoles, purines, xanthene, etc. has been described.

Язык: Английский

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Light-assisted functionalization of aryl radicals towards metal-free cross-coupling

Nature Reviews Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 15, 2024

Язык: Английский

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