Recent advances in C(sp³)–N bond formation via metallaphoto-redox catalysis

Chemical Communications, Год журнала: 2024, Номер 60(50), С. 6340 - 6361

Опубликована: Янв. 1, 2024

In this review, the state-of-the-art advances in radical-involved C(sp 3 )–N bond formation via metallaphotoredox catalysis have been highlighted, which are organized according to different catalytic modes, reaction types, and substrate classes.

Язык: Английский

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Cu(I)-Photosensitizer-Catalyzed Olefin-α-Amino Radical Metathesis/Demethylenative Cyclization of 1,7-Enynes

Organic Letters, Год журнала: 2024, Номер 26(15), С. 3218 - 3223

Опубликована: Апрель 8, 2024

A demethylenative En-Yne radical cyclization of 1,7-enynes has been successfully developed to chemoselectively afford 3,4-dihyroquinolin-2-ones or quinolin-2-ones under the catalysis Cu(I) photosensitizers PS3 and PS6 with different redox potentials. The preliminary mechanistic experiments revealed that reaction underwent an unprecedented olefin-α-amino metathesis-type process. reasonable mechanism was proposed illustrate catalyst-controlled chemoselectivity based on DFT calculations.

Язык: Английский

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Merging catalytic electron donor-acceptor complex and copper catalysis: Enantioselective radical carbocyanation of alkenes

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 110894 - 110894

Опубликована: Янв. 1, 2025

Язык: Английский

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Photoredox/Cr-catalyzed enantioselective radical-polar crossover transformation via C-H functionalization

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Фев. 4, 2025

Asymmetric multicomponent reactions that aim to control multiple chiral centers with high selectivity in a single step remain an on-gonging challenge. The realm of enantioselective radical-polar crossover transformation achieved through C-H Functionalization has yet be fully explored. Herein, we present successful description photoredox/Cr-catalyzed three-component (hetero)arylalkylation 1,3-dienes functionalization. A diverse array homoallylic alcohols could obtained good excellent yields, accompanied by outstanding enantioselectivity. asymmetric build two simultaneously and demonstrates broad substrate tolerance, accommodating various drug-derived aldehydes, (hetero)aromatics, 1,3-diene derivatives. Preliminary mechanistic studies indicate the involvement radical intermediate, allylic chromium species reacting aliphatic aromatic aldehydes Zimmerman–Traxler transition states enabled dual photoredox catalysis. ongoing Here, authors photoredox- chromium-catalyzed

Язык: Английский

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Three-component, stereoselective C–N bond forming alkene difunctionalization

Organic Chemistry Frontiers, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

This review discusses emerging strategies in three-component, stereoselective C–N bond-forming alkene difunctionalization, emphasizing mechanistic innovations and their impact on synthetic organic chemistry.

Язык: Английский

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Photoredox catalysis of acridinium and quinolinium ion derivatives

Bulletin of the Korean Chemical Society, Год журнала: 2024, Номер unknown

Опубликована: Дек. 9, 2024

Abstract Photoredox catalysis has attracted increasing attention because of wide range synthetic transformations and solar energy conversion applications. Reviews on photoredox have so far focused predominantly the This review highlights how organic catalysts were developed they function as efficient photocatalysts in mechanistic point views. In particular, 9‐mesityl‐10‐methylactidinium (Acr + –Mes) been highlighted one best catalysts. Acr –Mes was originally a model compound photosynthetic reaction center to mimic long lifetime charge‐separated state which is converted chemical photosynthesis. The reason why acts most catalyst clarified terms one‐electron redox potentials lifetimes electron‐transfer • •+ ) produced upon photoexcitation different solvents. mesityl substituent at 9‐position moiety essential for discussed comparison with acridinium ions substituents R –R) including 10‐methylacridinium ion no (AcrH ). mechanisms are various reactions mimicking quinolinium its derivatives also that –Mes. Finally, immobilization form composite improve catalytic activity stability.

Язык: Английский

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Bespoke All-in-one Metallaphotoredox Heterogeneous Catalysts for C-C Cross-Couplings

Опубликована: Июнь 11, 2024

In synergistic catalysis, multiple catalysts or active sites work together to produce ‘the whole is greater than the sum of its parts’ effect. However, trilemma flexibility-stability-cost lies ahead multiunit heterogeneous catalyst. As complexity increases, catalytic efficiency tends be restricted. Here, we report a general method tailor modular metallaphotoredox catalysts. The dyes and molecular could flexibly connect with inexpensive carbon nitride via stable covalent bonds, like LEGO® games. Tunable visible-light absorption, high electron-hole separation steerable construction have been realized simultaneously, meanwhile electron transfer mechanism has clarified operando techniques. By precisely regulating coordination field single-atom sites, four different metallaphotoredox-enabled C-C cross-couplings compatible good cyclic stability (up 150 hours) anti-interference ability.

Язык: Английский

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Advances in Transition Metal Catalysis and Organocatalysis Approaches towards Asymmetric Synthesis of β-Amino Acid Derivatives

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Авг. 16, 2024

Abstract The stereoselective synthesis of β-amino acids has attracted major attention among the synthetic community in recent years. This review provides an overview important advances chiral acid over past decade. It covers development enantioselective methods using transition-metal complexes or organocatalysts, mainly including catalytic asymmetric hydrogenation, Mannich reaction, multicomponent reactions diazo compounds, and conjugate addition. Additionally, optically active by other approaches are also summarized. 1 Introduction 2 Strategies towards Asymmetric Synthesis β-Amino Acids 2.1 Hydrogenation 2.2 Reaction 2.3 Conjugate Addition 2.4 Multicomponent Reactions 2.5 Miscellaneous 2.5.1 from Chiral Amines 2.5.2 Isoxazolidinones 2.5.3 Other Methodologies 3 Summary Outlook

Язык: Английский

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Efficient Electrochemical Coupling of Aptamer to Nanoelectrode for In Situ Detection of ATP in Single Cells

Analytical Chemistry, Год журнала: 2024, Номер 96(51), С. 20152 - 20160

Опубликована: Дек. 11, 2024

Nanoelectrodes, renowned for their small size, rapid mass transport, fast response, and high spatiotemporal resolution, have been recognized as a powerful tool in biosensing, especially single-cell analysis. However, the nanoelectrode itself has no selectivity cannot respond to nonelectroactive substances, limiting its wide application some extent. Herein, we propose simple efficient electrochemical conjugation strategy develop an aptamer-coupled (E-AC) sensor detecting adenosine triphosphate (ATP) single living cells. Through conjugation, ferrocene-labeled aptamers could be stably efficiently coupled onto surface of carbon fiber electrodes within 5 min. The size (ca. 400 nm) biocompatibility functionalized nanoelectrodes enabled E-AC sensors noninvasively continuously monitor ATP content HeLa cells over 20 min, well cellular fluctuations under glucose starvation. Furthermore, exhibit superior specificity, sensitivity, universality analysis Hela MCF-7 They were also versatile sensing other targets through modification corresponding electroactive marker-labeled aptamers, showing great potential cell-related physiological processes drug screening.

Язык: Английский

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Deoxygenation of N-heterocyclic N-oxides using isopropanol as a recyclable reductant

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(8), С. 2249 - 2268

Опубликована: Янв. 1, 2024

An organic photoredox-based recyclable strategy that facilitates the chemoselective deoxygenation of various functionalised N-heterocyclic N -oxides is presented.

Язык: Английский

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