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Here, we revealed a convenient synthetic protocol for unique pyrido[2,3-]pyridazine and pyrido[3,2-][1,2]oxazine scaffolds with excellent regioselectvity and diastereoselectivity. The functionalized pyrido[2,3-] pyridazines were successfully synthesized via a CsCO-promoted [4 + 2] cycloaddition reaction of α-halogenated tosylhydrazones or acylhydrazones and 5,6-unsubstituted 1,4-dihydropyridines under mild conditions. Additionally, the similar base-promoted [4 + 2] cycloaddition reaction of α-chlorogenated oximes and 5,6-unsubstituted 1,4-dihydropyridines afforded functionalized pyrido[3,2-][1,2]oxazines in satisfactory yields. The features of this reaction included mild reaction conditions, broad substrate scopes, high functional group tolerance, and significant atomic economy.
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http://dx.doi.org/10.1021/acs.joc.4c02525 | DOI Listing |
J Org Chem
September 2025
Department of Chemistry, University of Rochester, 120 Trustee Road, Rochester, New York 14627, United States.
This report presents the alkynyl -Prins cyclization of Achmatowicz adducts, enabling the synthesis of up to 24 (24) highly functionalized [4.3.1] and [3.
View Article and Find Full Text PDFInorg Chem
September 2025
Department of Chemistry, Panskura Banamali College, Panskura RS, Purba Medinipur, WB 721152, India.
We report the synthesis and characterization of a new Schiff base ligand (HL), derived from 2-picolylamine and 2-hydroxy-3-methoxy-5-methylbenzaldehyde. Its reaction with Ni(NO)·6HO and Ln(NO)·HO (Ln = Gd, Tb, Dy) in the presence of triethylamine affords a carbonato-bridged family of heterobimetallic NiLn complexes: [NiLn(L)(L')(μ-CO)(NO)]·MeOH·HO (). During the complexation reaction, ligand HL undergoes an oxidation, followed by C-C coupling to generate a secondary ligand (HL').
View Article and Find Full Text PDFOrg Lett
September 2025
National Key Laboratory of Advanced Drug Delivery and Release Systems, School of Pharmaceutical Sciences & Institute of Materia Medica, Shandong First Medical University & Shandong Academy of Medical Sciences, Jinan 250117, P. R. China.
A method for the conversion of isoxazoles into thiazoles by skeleton rearrangement has been achieved by an ammonium iodide-catalyzed cycloaddition protocol under mild conditions with a broad substrate scope and good functional group tolerance. Most appealingly, the reaction can proceed smoothly without the addition of any transition metal catalyst. Detailed mechanistic studies, including control experiments and key reaction intermediate characterization, reveal an intermolecular [3+2] cycloaddition reaction pathway.
View Article and Find Full Text PDFChem Commun (Camb)
September 2025
International Joint Research Centre for Molecular Science, College of Chemistry and Environmental Engineering, Shenzhen University, Shenzhen, 518060, P. R. China.
Deuterated compounds possess significant research value. As interest in chiral deuterated compounds intensifies, various deuteration methods are garnering increased attention. This article primarily reviews the asymmetric deuterium synthesis methods reported in recent years, focusing on the following strategies: one-step reductive deuteration, the series reaction of H/D exchange and asymmetric allylation, the [3+2] asymmetric cycloaddition of 1,3-dipoles and alkenes, asymmetric deuteration photocatalysis, asymmetric deuteration using organic catalysis, and asymmetric deuteration of chiral amino acids and their derivatives through biocatalysis.
View Article and Find Full Text PDFMethods
September 2025
Charles University, Faculty of Pharmacy in Hradec Kralove, Ak. Heyrovskeho 1203, Hradec Kralove 500 03, Czech Republic. Electronic address:
Chemically modified oligonucleotides (ONs) are essential tools in molecular biology, diagnostics, and therapeutics. Strain-promoted azide-alkyne cycloaddition (SPAAC) offers an efficient and bioorthogonal method for ON functionalization. While SPAAC reactions on solid-phase support provide distinct advantages, particularly for the incorporation of lipophilic labels, factors influencing their efficiency remain poorly characterized.
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