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The straightforward synthesis of -disubstituted formamides using a combination of 1,1,1,3,3,3-hexafluoroispropanol (HFIP) and HO is described. The unique features of HFIP allowed the utilization of a green oxidant such as HO, and the products, arising from an oxidation-rearrangement sequence, were obtained in good to high yields under smooth reaction conditions.
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http://dx.doi.org/10.1021/acs.joc.0c01579 | DOI Listing |
Beilstein J Org Chem
September 2025
Department of Chemistry, Institute of Chemical Technology, Mumbai-400019, India.
Herein, we report a highly efficient, environmentally benign protocol for the domino synthesis of 2,4-disubstituted and 4-substituted quinoline molecules. The developed strategy involves an earth-abundant Fe-catalyzed C(sp)-C(sp) bond cleavage of styrene, followed by the hydroamination of the cleaved synthons with arylamines and subsequent C-H annulation to yield two valuable quinoline derivatives. Key features of this protocol include the use of O as an ideal, green oxidant, operational simplicity and scalability, high atom- and step-economy, and cost-effectiveness, collectively enabling the single-step synthesis of two medicinally relevant N-heterocycles in excellent combined yields.
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 PDFRSC Adv
August 2025
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research-Raebareli (NIPER-R) Lucknow UP 226002 India +91-522-2975587 +91-522-2499703.
This paper presents a metal-free synthetic protocol for assembling novel benzofuro[2,3-]pyridin-3-ols (BFPYOLs) using 2,3-disubstituted benzofuran derivatives with good yield. The method's advantages include the absence of an expensive metal catalyst, organic ligands, and easily accessible starting materials. The photophysical properties of the synthesized BFPYOLs are investigated, revealing that the largest is displayed by compound 7g at 389 nm, while the largest is observed in compound 7i at 494 nm in DMSO solvent.
View Article and Find Full Text PDFOrg Lett
September 2025
Key Laboratory of Catalytic Conversion and Clean Energy in Universities of Shandong Province, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, P. R. China.
A base-promoted formal substitution between arylazo sulfones and amines has been developed to generate disubstituted or trisubstituted triazenes. Compared with arylazo sulfones as aryl radical precursors, this application has a higher atom utilization. This strategy offers advantages over traditional methods: stable and easy-to-store raw materials, good air compatibility, no need for light-avoiding operations.
View Article and Find Full Text PDFChem Sci
August 2025
Department of Chemistry, University of Pennsylvania 231 South 34th Street Philadelphia PA 19104 USA
Using an Earth-abundant transition metal to mediate formation and splitting of C-C σ-bonds, in response to electrical stimuli, constitutes a promising strategy to construct complex organic skeletons. Here, we showcase how [ BuN][N] reacts with an isocyanide adduct of a tetrahedral and high-spin Ti complex, [(Tp )TiCl] (1), to enact N-atom transfer, C-N bond formation, and C-C coupling, to form a dinuclear complex, [(Tp )Ti{AdN(N)C-C(N)NAd}Ti(Tp )] (3), with two Ti ions bridged by a disubstituted oxalimidamide ligand ( Bu = -butyl, Tp = hydrotris(3--butyl-5-methylpyrazol-1-yl)borate, Ad = 1-adamantyl). Magnetic and computational studies reveal two magnetically isolated d Ti ions, and electrochemical studies unravel a reversible two-electron oxidation at -0.
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