Electrochemical Fe-catalyzed deoxygenative alkoxycarbonylation of imidazoheterocycles with carbazates

Synthetic Communications, Год журнала: 2025, Номер 55(5), С. 422 - 432

Опубликована: Фев. 2, 2025

Imidazo[1,2-a]pyridine derivatives possess widespread applications in the pharmaceutical industry and bioactive natural products. The diverse functionalization of this skeleton has attracted much attention from chemists. Herein, we reported an electrochemical deoxygenative alkoxycarbonylation imidazoheterocycles by using electrons as traceless oxidant under mild oxidant-free conditions. Notably, our strategy provided a green practical approach for introducing ester group into imidazo[1,2-a]pyridine employing easily available bench-stable carbazates source.

Язык: Английский

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P-Centered Dibenzophospholyl Radical: A Matrix Isolation IR, UV/Vis and ESR Spectroscopic Study

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Июнь 3, 2025

Organophosphorus compounds are fundamental building blocks in organic synthesis, pharmaceuticals, and most notably as optoelectronic materials. In this study, we describe the generation matrix isolation of a dibenzophosphole-based P-centered radical via photolysis or pyrolysis from an iodo precursor Ar, para-hydrogen (p-H2). The is experimentally characterized by infrared (IR), UV/Vis electron spin resonance (ESR) spectroscopy. Based on detailed analysis spectroscopic data, supported quantum chemical calculations, P-dibenzophospholyl π-radical with 2B1 electronic ground state, where unpaired resides p-orbital perpendicular to molecular plane some degree density delocalization over aromatic rings. We compared experimental computational results its nitrogen analogue, N-carbazolyl radical, which highly delocalized π-radical.

Язык: Английский

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Photochemical Synthesis of Polycyclic Phosphonium Salts as Efficient Anticancer and Antibacterial Agents

Aggregate, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 29, 2024

ABSTRACT Phosphorus‐containing functional materials have diverse applications in optoelectronics and bioscience owing to their unique properties. However, polycyclic π‐conjugated phosphonium salts been rarely explored due complex synthesis. In this work, a facile efficient method for constructing (TBPIMe derivatives) is proposed, based on the photocyclization of phosphindolium (TPPIMe derivatives). Systematic experimental theoretical investigations reveal changed photophysical photochemical properties when TPPIMe derivatives are converted TBPIMe derivatives. Notably, novel salt p ‐MOTBPIMe exhibits improved reactive oxygen species generation ability much stronger specific affinity toward DNA than ‐MOTPPIMe. Moreover, vitro experiments demonstrate that ‐MOTPPIMe can also be efficiently into under 405 nm laser irradiation living cells, accompanied by migration from cytoplasm nucleus enhance photodynamic effect. Additionally, shows superior antibacterial activity against not only Gram‐positive drug‐resistant bacteria but fungi, leveraging both dark light cytotoxicity. This work opens up new chemical toolkit salts, which promising developing advanced theranostic agents with satisfactory accuracy efficacy.

Язык: Английский

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The chemistry and application of benzo[b]phosphole oxides

Advances in heterocyclic chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Язык: Английский

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