The first Pd -catalyzed intermolecular arylative dearomatization of β-naphthols with aryl halides is described. It was found that Q-Phos could facilitate the palladium-catalyzed cross-coupling-type dearomatization of β-naphthols, while avoiding O-arylation, to construct 2-naphthalenones in excellent yields and with high chemoselectivity.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1002/anie.201608724 | DOI Listing |
Nat Commun
January 2025
School of Environmental and Chemical Engineering, Wuyi University, Jiangmen, PR China.
Developing efficient strategies for the deoxygenative functionalization of carbonyl compounds is crucial for enhancing the effective utilization of biomass and the upgrading of chemical feedstocks. In this study, we present an elegant cathodic reduction strategy that enables a tandem alkylation/dearomatization reaction between quinoline derivatives and aryl aldehydes/ketones in a one-pot process. Our approach can be executed via two distinct paths: the aluminum (Al)-facilitated spin-center shift (SCS) path and the Al-facilitated direct deoxygenation path.
View Article and Find Full Text PDFChem Asian J
January 2025
Xiamen University, Department of Chemistry, Xiamen University, Lujiaxi Building Room 742, 361005, xiamen, CHINA.
The direct construction of polycyclic arenes through ring formation using simple building blocks is highly appealing but remains challenging in organic chemistry. In this study, we introduce an efficient cascade reaction that combines dearomatizing photocyclization with oxidative aromatization, driven by organophotocatalysis. Conducted under mild, transition-metal-free conditions, this reaction seamlessly converts styrene derivatives into a diverse array of functionalized polycyclic aromatic compounds with good yields and regioselectivity.
View Article and Find Full Text PDFJ Hazard Mater
January 2025
School of Environmental Science and Engineering, Southwest Jiaotong University, Sichuan, Chengdu 611756, China. Electronic address:
The ultraviolet-activated peroxymosnofulate (UV/PMS) system, an effective advanced oxidation process for removing dissolved organic matter (DOM) from wastewater, is limited by high chloride ion (Cl) concentrations in landfill leachate. This study used Fourier transform ion cyclotron resonance mass spectrometry to explore the transformation of DOM in the UV/PMS system with a high Cl concentration. The results revealed that elevated Cl levels generate reactive chlorine species, including chlorine radicals, dichlorine radicals, and hypochlorous acid/hypochlorite, reducing the total organic carbon (TOC) removal efficiency of Suwannee River natural organic matter (SRNOM) from 78.
View Article and Find Full Text PDFOrg Lett
January 2025
Department of Chemistry, University at Albany, State University of New York, Albany, New York 12222, United States.
We present the serendipitous discovery of an unusual dimer formed from anthracene-derived polyarenes. Unlike the typical oxidative coupling of substituted aromatic scaffolds, the reaction yielded a dearomatized enone dimer as the sole product. This dearomatized motif, notably, does not undergo the commonly observed rearomatization, and no biaryl products were detected.
View Article and Find Full Text PDFChem Sci
January 2025
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology (SCUT) Guangzhou 510640 China.
Radical-mediated dearomatization strategies offer a blueprint for building value-added and synthetically valuable three-dimensional skeletons from readily available aromatic starting materials. Herein, we report a novel strategy by leveraging benzene-linked O-oxime esters as triply functionalized precursors to form two distinct persistent radicals under a chemodivergent pathway. These radicals then couple with a cyclohexadienyl radical for either carboamination or carbo-aminoalkylation.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!