The efficient oxidation of benzylic alcohols to carbonyl compounds was performed using chloramine-T and a catalytic amount of indium(III) triflate. The primary benzylic alcohols were converted to the corresponding aldehydes in a good yield, and the secondary benzylic alcohols were oxidized to ketones in a high yield. The optimized reaction conditions required 0.3 eq of indium(III) triflate and the use of acetonitrile as a solvent.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1248/cpb.c17-00061 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Pinnatifone A, isolated from Syringa pinnatifolia (Oleaceae), exhibits inhibitory activity against phytopathogenic fungi and can be employed to formulate a soluble concentrate agent.
Pest Manag Sci
January 2025
Key Laboratory of Plant Protection Resources and Pest Management of Ministry of Education, Key Laboratory of Integrated Pest Management on the Loess Plateau of Ministry of Agriculture and Rural Affairs, College of Plant Protection, Northwest A&F University, Yangling, China.
Background: In the realm of plant diseases, those caused by fungi and oomycetes are particularly challenging to manage, resulting in significant economic losses. There exist diverse active substances in natural products and developing them into fungicides holds great significance. At the initial phase of our research, we discovered that Syringa pinnatifolia extract demonstrates broad-spectrum inhibitory activity against phytopathogenic fungi.
View Article and Find Full Text PDFOrganic photoredox-catalyzed unimolecular PCET of benzylic alcohols.
Chem Sci
January 2025
Institute for Chemical Research, Kyoto University Gokasho Uji Kyoto 611-0011 Japan
Proton-coupled electron transfer (PCET) is a crucial chemical process involving the simultaneous or sequential transfer of protons and electrons, playing a vital role in biological processes and energy conversion technologies. This study investigates the use of an organic photoredox catalyst to facilitate a unimolecular PCET process for the generation of alkyl radicals from benzylic alcohols, with a particular focus on alcohols containing electron-rich arene units. By employing a benzophenone derivative as the catalyst, the reaction proceeds efficiently under photoirradiation, achieving significant yields without the need for a Brønsted base.
View Article and Find Full Text PDFSynthesis and Characterization of Schiff Bases and Their Ag(I) Complexes Containing 2,5,6-Trisubstituted Imidazothiadiazole Derivatives: Molecular Docking and In Vitro Cytotoxic Effects Against Nonsmall Lung Cancer Cell Line.
J Biochem Mol Toxicol
February 2025
Department of Chemistry, Science Faculty, Karabuk University, Karabuk, Turkey.
In this study, four novels 2,5,6-trisubstituted imidazothiadiazole derivative ligands and their Ag(I) complexes were synthesized and characterized using various spectroscopic analysis techniques. First, imidazo[2,1-b][1,3,4]thiadiazole derivative (3) was obtained from the reaction of 5-amino-1,3,4-thiadiazole-2-thiol with benzyl bromide in the presence of KOH in an ethanolic medium. In the next step, the resultant compound reacted sequentially with four substituted phenacyl bromide derivatives (4a-4d) under refluxed ethanol for 24 h to obtain substituted 2-(benzylthio)-6-phenylimidazo[2,1-b][1,3,4]thiadiazole derivatives (5-8).
View Article and Find Full Text PDFSynthesis of 2-hydroxy analogues of castanospermine, 1-epi-castanospermine and their iminooctitols from sugar-derived lactam.
Carbohydr Res
January 2025
Chemical Sciences and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST), Thiruvananthapuram, 695019, Kerala, India; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India. Electronic address:
The synthesis of 2-hydroxy analogues of castanospermine from two new iminooctitols via Mitsunobu cyclization is described. The iminooctitols were derived from the dihydroxylation of an allyl alcohol intermediate, obtained by adding vinylmagnesium bromide to the C6-aldehyde of a protected 1-deoxynojirimycin. An orthogonally protected hemiacetal with silyl group at the C6-hydroxy position and remaining as benzyl ethers, synthesized in four steps from d-glucose, served as a building block in the synthesis of the 1-deoxynojirimycin intermediate.
View Article and Find Full Text PDFRedox and Photochemical Reactivity of Cerium(IV) Carbonate and Carboxylate Complexes Supported by a Tripodal Oxygen Ligand.
Inorg Chem
January 2025
Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong 999077, China.
The protonolysis and redox reactivity of a Ce(IV) carbonate complex supported by the Kläui tripodal ligand [(η-CH)Co{P(O)(OEt)}] (L) have been studied. Whereas treatment of [Ce(L)(CO)] () with RCOH afforded [Ce(L)(RCO)] ( = Me (), Ph (), 2-NOCH ()), the reaction of with PhCHCOH resulted in formation of a mixture of Ce(IV) () and Ce(III) () carboxylate species. In benzene in the dark, was slowly converted into via Ce(IV)-O(carboxylate) homolysis.
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!