Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction

Molecules, Год журнала: 2025, Номер 30(8), С. 1711 - 1711

Опубликована: Апрель 11, 2025

Traditionally employed as hydrogenation reagents, benzothiazolines have emerged versatile carbanion and radical transfer playing a vital role in the construction of various carbon–carbon bonds. The cutting-edge progress photochemistry chemistry prompted study visible light-driven reactions, bringing into vibrant focus. Their chemical processes been uncovered to encompass variety activation mechanisms, with five distinct modes having identified. This work reviews innovative applications donors alkyl or acyl groups, achieving hydroalkylation hydroacylation substitution. By examining their diverse this review highlights potential serving groups for further research development. Moreover, will offer exemplary inspiration synthetic chemists, contributing ongoing evolution utility organic synthesis.

Язык: Английский

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Visible‐Light Activation of Diorganyl Bis(pyridylimino) Isoindolide Aluminum(III) Complexes and Their Organometallic Radical Reactivity

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(19)

Опубликована: Март 21, 2024

Abstract We report on the synthesis and characterization of a series (mostly) air‐stable diorganyl bis(pyridylimino) isoindolide (BPI) aluminum complexes their chemistry upon visible‐light excitation. The redox non‐innocent BPI pincer ligand allows for efficient charge transfer homolytic processes title compounds. This makes them universal platform generation carbon‐centered radicals. photo‐induced cleavage Al−C bonds was investigated by means stationary transient UV/Vis spectroscopy, spin trapping experiments, as well EPR NMR spectroscopy. experimental findings were supported quantum chemical calculations. Reactivity studies enabled utilization reactants in tin‐free Giese‐type reactions carbonyl alkylations under ambient conditions, which both indicated radical‐polar crossover behavior. A deeper understanding physical fundamentals photochemical process provided, furnishing turn new strategy to control reactivity bench‐stable organometallics.

Язык: Английский

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Photocatalytic Radical Decarboxylation [4 + 3] Annulation Reactions of Lactones via Dienoic Acid EDA Complexes

ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(7), С. 2531 - 2537

Опубликована: Фев. 8, 2024

The process of radical decarboxylation is crucial in organic synthesis. Nevertheless, dienoic acids presents a greater challenge compared to that aliphatic carboxylic acids. Herein, catalyst- and additive-free visible-light-promoted [4 + 3] annulation lactones diamines was achieved via By means this novel EDA-activated annulation, the 1,5-benzodiazepines, which display wide range biological activities are widely used many fields, can be directly accessed high yields under mild conditions. This visible-light-induced tolerates broad array functional groups intricate molecules, including pharmaceutical-relevant compounds natural products.

Язык: Английский

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Cyclization Through Dual C(sp³)−H Functionalization

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(17), С. 3542 - 3563

Опубликована: Июль 11, 2024

Abstract C( sp 3 )−H functionalization methods have been widely employed in many organic transformations such as cyclization reactions, heterocycle synthesis, cross‐coupling protocols, and photochemical transformations. Among these transformations, reaction through offers a direct route to convert simple linear substrates complex products. There are three common modes of utilizing bonds reactions including single, double, dual functionalization. As the most challenging mode, refers converting two separate one molecule into desired C−Z which can be reactions. Cyclization via classified based on C−H reactivities. Therefore, categorized classes types activated‐activated, activated‐unactivated, unactivated‐unactivated bonds. Most published reports for involve activated‐activated However, number reported papers other has growing. This review focuses protocols used categorizes

Язык: Английский

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Effect of Redox-Active Quinoline on the Reactivity and Mechanism of Hydrogen Evolution Reaction (HER) with Pentadentate Polypyridyl-Quinolyl Ligand-Coordinated Cobalt Complex

ACS Catalysis, Год журнала: 2024, Номер unknown, С. 15498 - 15513

Опубликована: Окт. 3, 2024

Язык: Английский

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Towards tailoring hydrophobic interaction with uranyl(vi) oxygen for C–H activation

Chemical Communications, Год журнала: 2024, Номер 60(36), С. 4769 - 4772

Опубликована: Янв. 1, 2024

Hydrophobic interaction between uranyl( vi ) and protein is the key to proteolysis.

Язык: Английский

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Cu^I-amidobis(phosphine) catalyzed C(sp³)–C(sp³) direct homo- and hetero-coupling of unactivated alkanes via C(sp³)–H activation

Chemical Communications, Год журнала: 2024, Номер 60(47), С. 6055 - 6058

Опубликована: Янв. 1, 2024

Herein, we present a Cu

Язык: Английский

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Recent advances in Ni-catalyzed functionalization of strong C−O and C−H bonds

Advances in catalysis, Год журнала: 2024, Номер unknown, С. 133 - 179

Опубликована: Янв. 1, 2024

Язык: Английский

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In situ Generation of Quinoliziniums for Dual Visible Light‐induced Gold(III)‐catalyzed Alkynylation and Peptide Modification

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер 13(11)

Опубликована: Авг. 16, 2024

Abstract A new approach of dual visible light‐induced gold(III)‐catalyzed alkynylation and its application in selective modification alkyne‐linked peptides has been developed. The bis‐cyclometalated gold(III) complex exhibited roles (1) situ generation quinolizinium‐based photosensitizer (λ em =500 – 594 nm) (2) iminium ions. Under optimized conditions, alkynylated products were afforded good yields up to 73 %. this strategy gave modified 67 % conversion. Our light/gold(III) catalysis exemplifies the potential merging photocatalysis transition metal develop novel bioconjugation.

Язык: Английский

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Reductive coupling of allenyl/allyl carbonate with alkyne under dual cobalt-photoredox catalysis

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Ноя. 29, 2024

Язык: Английский

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