A one-step, two-component visible light-mediated CoCl·6HO-catalyzed oxidative acylation of alkenes by aldehydes to synthesize -epoxy ketone has been achieved in water at room temperature. The photocatalytic activity of Co(II) presented a remarkable achievement for synthesis of -epoxy ketones from aldehydes and olefins, with a wide substrate compatibility including aromatic, heteroaromatic and aliphatic aldehydes, styrenes with both electron-donating and withdrawing groups, α-substituted styrenes, stilbene, acrylates, and even the challenging unactivated aliphatic alkenes. Mechanistic studies including radical trapping experiments, intermediate detection by GCMS, Hammett analysis, and DFT studies unveil the nature of the photocatalytic pathway.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.4c03098 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Visible-Light-Induced Synthesis of Azlactone Monomers and Dimers utilizing SF as both Condensation Agent and Oxidant.
Org Lett
December 2024
Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
The visible-light-mediated continuous dehydration condensation and oxidative radical dimerization, featuring sulfur hexafluoride (SF) as both a condensation agent and oxidant, have been developed. This photocatalytic method uses commercially available N-protected amino acids as substrates and enables the formation of azlactone monomers and dimers, facilitating efficient utilization and degradation of greenhouse gas SF.
View Article and Find Full Text PDFFabrication of 2D/2D BiMoO/S@g-CN type-II heterojunction photocatalyst for enhanced visible-light-mediated degradation of tetracycline in wastewater.
Dalton Trans
December 2024
Environmental Engineering Division, Department of Civil Engineering, Indian Institute of Technology Kharagpur, Kharagpur 721302, India.
Aquatic biota and human health are seriously threatened by the dramatic rise in antibiotics in environmental matrices. In this regard, the present study aims to improve knowledge of the combined effects of heterojunction design and defect engineering on the photocatalytic degradation of pharmaceuticals in aqueous matrices. Advantageously, the positioning of the valence band (VB) and conduction band (CB) levels of S@g-CN, being higher than those of BiMoO, demonstrates the feasibility of forming a type-II heterojunction between these materials.
View Article and Find Full Text PDFDelivery vehicles for light-mediated drug delivery: microspheres, microbots, and nanoparticles: a review.
J Drug Target
January 2025
Department of Bioengineering, University of Massachusetts Dartmouth, North Dartmouth, MA, USA.
This review delves into the evolving landscape of mediated drug delivery, focusing on the versatility of a variety of drug delivery vehicles such as microspheres, microbots, and nanoparticles (NPs). The review also expounds on the critical components and mechanisms for light-mediated drug delivery, including photosensitizers and light sources such as visible light detectable by the human eye, ultraviolet (UV) light, shorter wavelengths than visible light, and near-infra-red (NIR) light, which has longer wavelength than visible light. This longer wavelength has been implemented in drug delivery for its ability to penetrate deeper tissues and highlighted for its role in precise and controlled drug release.
View Article and Find Full Text PDFVisible-Light-Mediated Radical -Hydroboration of Alkynes with NHC Borane.
J Org Chem
December 2024
School of Pharmaceutical Science, Hengyang Medical School, University of South China, Hengyang 421001, Hunan, China.
Although the radical hydroboration of alkenes with N-heterocyclic carbene (NHC) borane is well documented, the radical hydroboration of alkynes, especially terminal alkynes, remains challenging. Herein, a photoredox-catalyzed radical -hydroboration of alkynes with NHC borane has been developed, which provided various alkenyl boron compounds in moderate to good yields. This protocol exhibits a broad substrate scope, as both internal and terminal alkynes were compatible.
View Article and Find Full Text PDFLight-Mediated Radical Addition to Azomethine Compounds: Novel Reactivity and Activation Modes.
Chem Rec
December 2024
N. D. Zelinsky Institute of Organic Chemistry, Leninsky prosp. 47, 119991, Moscow, Russian Federation.
Azomethines is a class of compounds, which have traditionally served as electrophilic substrates, but their reactions with radicals have long been limited. Photocatalysis provided ample opportunities for promoting these reactions, with wide variety of reagents serving as precursors of radicals. Besides regular addition mode at the azomethine fragment, the oxidative pathway, in which the C=N bond remains in the product, has become possible by proper selection of redox catalyst.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!