Herein, we report the catalytic allylic amination of α-methylalkenes with VODipic(HMPA) and chloramine T as the quantitative source of . The reaction works with high yields and stereoselectivities for α-methylalkenes. A proposed tosylnitrene-free catalytic cycle involving the formation of vanadoxaziridine complex as the active catalyst and aminovanadation across the substrate as the rate-determining step has been proposed. Initial kinetic and competition experiments provide evidence for the proposed mechanism.
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http://dx.doi.org/10.1021/acs.joc.3c02859 | DOI Listing |
Bioorg Chem
December 2024
Natural Science Laboratory, Division of Medicinal and Pharmaceutical Chemistry, Department of Pharmaceutical Technology, Jadavpur University, Kolkata 700032, India. Electronic address:
Tyrosine kinase inhibitors (TKIs) have markedly improved the overall survival rate of patients with chronic myeloid leukemia (CML), enabling them to achieve a normal life expectancy. However, toxicity, relapse, and drug resistance continue to pose major challenges in the clinical treatment of CML. The progression of leukemia is directly connected to higher expression levels and enzymatic actions of matrix metalloproteinase-2 (MMP-2).
View Article and Find Full Text PDFOrg Biomol Chem
December 2024
Alexander Butlerov Institute of Chemistry, Kazan Federal University, 18 Kremlevskaya Str., 420008 Kazan, Russia.
Efficient catalytic systems for various organic transformations in green solvents, especially water, are in great demand. Catalytically active bis-NHC complexes of palladium(II) based on imidazole-4,5-dicarboxylic acid with different lipophilicities were obtained. The synthesis of imidazolium salts was complicated by the formation of side products of nucleophilic substitution by iodide ions in the Menshutkin reaction involving alkyl iodides, which was successfully resolved by using alkyl tosylates.
View Article and Find Full Text PDFChem Commun (Camb)
December 2024
Department of Chemistry, University of Missouri, Columbia, MO 65211, USA.
Synthesis of cerium yldiide complexes and their reactivity with CO is demonstrated. In the case of the sulphur-tethered yldiide, the ketenyl complex is formed with release of PPh, while PhPCCO is formed along with a sulfinato ligand in the case of the tosyl-substituted yldiide. Computational analysis shows that this diverging reactivity is due to the stability of the two isomers in the first step of each mechanism.
View Article and Find Full Text PDFChem Commun (Camb)
December 2024
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou, 510006, P. R. China.
A Rh(III)-catalyzed C-H α-fluoroalkenylation/annulation of β-ketosulfoxonium ylides with 2,2-difluorovinyl tosylate/oxadiazolones was realized, which afforded various -fluoroalkenylation β-ketosulfoxonium ylides with high -selectivity and diverse oxadiazolone fused-isoquinolines. This protocol featured mild conditions, broad substrate scope, and functional-group compatibility. In addition, scale-up synthesis, related applications and preliminary mechanistic explorations were also accomplished.
View Article and Find Full Text PDFBMC Chem
November 2024
Department of Pharmaceutical Analytical Chemistry, Faculty of Pharmacy, Mansoura University, P.O. Box 35516, Mansoura, Egypt.
This study reveals one-step green synthesis of plant inspired silver nanoparticles (Ag-NPs). The synthesis procedure relies on the bio-reduction of Ag to Ag using orange waste (orange peel) extract as cheap, readily available, sustainable, biocompatible feedstocks as a reducing and stabilizing agent. The prepared Ag-NPs passed through a full characterization procedure for better confirmation and elucidation of optical and structural properties.
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