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Herein, we reported a photocatalyst-free, facile and eco-friendly method for conducting dehydrogenation of alcohols to corresponding aldehydes or ketones with high selectivity under mild conditions. The methodology exhibited outstanding tolerance with electron-donating and electron-withdrawing groups and afforded series of aldehydes or ketones in considerable yields. Furthermore, the plausible mechanism was investigated by control experiments and DFT calculations. The advantages of readily accessible, atomic economy and green reaction conditions for the present method will endow it with prospective application in chemical synthesis.
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http://dx.doi.org/10.1002/asia.202200468 | DOI Listing |
J Agric Food Chem
September 2025
Institute of Agriculture, Tokyo University of Agriculture and Technology, Tokyo 183-8509, Japan.
The -hydroxyphenyl (H) unit is an aromatic structure found in lignin, particularly abundant in compression wood and grass, and is derived from the incorporation of -coumaryl alcohol (-CMA). Although the structural and biosynthetic aspects of lignin have been extensively studied, the polymerization reactivity of H-unit during lignification remains poorly understood. In this study, horseradish peroxidase (HRP)-catalyzed homo- and co-oxidative coupling reactions (initial stage of enzymatic dehydrogenative polymerization) with -CMA and/or coniferyl alcohol (CA) were performed to investigate monolignol consumption, dilignol formation, and their potential involvement in subsequent polymerization.
View Article and Find Full Text PDFChem Rec
September 2025
Chemical Sciences and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST), Thiruvananthapuram, 695019, India.
The Friedländer quinoline synthesis represents a fundamental method for the construction of quinoline derivatives, a versatile class of heterocyclic compounds widely prevalent in pharmaceuticals and materials science. This synthesis traditionally involves the condensation of 2-aminoaryl ketones with carbonyl compounds, typically ketones or aldehydes, in the presence of an acid or base under reflux conditions. However, recent advancements have highlighted indirect approaches (starting from 2-aminobenzyl alcohol) to achieve the same quinoline framework, offering distinct advantages in selectivity, substrate scope, and functional group tolerance.
View Article and Find Full Text PDFOrg Biomol Chem
September 2025
Department of Chemistry, National Institute of Technology Calicut, 673601, Kozhikode, Kerala, India.
We report here an efficient and sustainable protocol for the direct synthesis of 2,3-dihydroperimidine derivatives dehydrogenative C-N coupling, utilizing a recyclable Fe single-atom catalyst supported on nitrogen-doped carbon (Fe-N-C). The catalyst was synthesized by encapsulating ferrocene within the ZIF-8 framework, followed by pyrolysis. The catalyst exhibited excellent activity, stability, and recyclability, facilitating the transformation of diverse primary alcohols, including aryl/heteroaryl methanol and aliphatic alcohols, into the desired products in moderate to good yields.
View Article and Find Full Text PDFChem Asian J
September 2025
Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247667, India.
In this study, we report NNN pincer bis-imino pyridine-supported copper(II) catalysts for the sustainable, eco-friendly, and practical multi-component synthesis (MCS) of pyrazolines and pyrimidines driven by the acceptorless dehydrogenation of benzyl alcohols. Herein, we synthesize and characterize two well-defined phosphine-free NNN pincer-supported copper(II) complexes, C1 and C2, using IR, UV-vis, HRMS, and single-crystal XRD. Utilizing these complexes, we develop the first multi-component synthetic route for 1,3,5-trisubstituted pyrazolines (TriPyz) from the dehydrogenative coupling of renewable benzyl alcohols and aromatic ketones with phenyl hydrazine, generating ecologically benign HO and H as side products.
View Article and Find Full Text PDFJ Am Chem Soc
August 2025
Hubei Research Center of Fundamental Science-Chemistry, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China.
The stereodivergent synthesis of structurally complex molecules bearing multiple stereochemical elements represents a pivotal challenge in modern synthetic chemistry, particularly for bioactive compounds, where stereochemical nuances dictate pharmacological profiles. While stereodivergent dual catalysis has advanced full access to stereoisomers with stereogenic centers, the integration of stereodefined alkenes into chiral molecules with both stereochemical and skeletal diversification remains elusive. In this study, we report stereo- and skeleton-divergent access to chiral fluorinated -heterocycles with comprehensive stereocontrol of [(,), (,), (,), (,)] and [(,), (,), (,), (,)] enabled by a bimetallic Cu/Ru relay catalytic system, featuring redox-neutral efficiency and atom/step economy.
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