A rapid and efficient one-pot method for the synthesis of 4,6-diarylpyrimidin-2(1H)-ones and related heterocycles is described. The condensation of acetophenone derivatives, aldehydes and urea in the presence of sulfamic acid was employed to synthesize a variety of pyrimidinones in moderate to excellent yields. The scope and limitations of this method are described.
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http://dx.doi.org/10.1007/s11030-008-9089-5 | DOI Listing |
J Biochem Mol Toxicol
September 2024
Department of Chemistry, Faculty of Sciences, Atatürk University, Erzurum, Turkey.
Synthesis of novel unnatural amino acids (UAAs) from 4-oxo-4-phenylbut-2-enoic acid derivatives with intramolecular aza-Michael addition reaction in the presence of chlorosulfonyl isocyanate (CSI) was reported in soft conditions without any metal catalyst. Acids and base as a catalyst, and solvents effects were investigated for the synthesis of novel UAAs. This novel method provides inexpensive, practicable, and efficient approach to generate UAAs.
View Article and Find Full Text PDFMol Divers
June 2024
Department of Chemistry, National Institute of Technology Patna, Ashok Rajpath, Patna, 800 005, India.
Herein, we report a one-pot greener methodology for the synthesis of 3-(1H-indol-3-yl)-2-phenyl-1H-benzo[f]indole-4,9-dione derivatives by the multicomponent reaction of arylglyoxal monohydrate, 2-amino-1,4-naphthoquinone, and indole in acetonitrile medium under reflux conditions in the presence of 10 mol% sulfamic acid as a catalyst in 20-30 min of reaction time. Three new bonds have formed (2 C-C, 1 C-N) in this methodology. Bioactive moieties such as indole, pyrrole and naphthoquinone are present in our product.
View Article and Find Full Text PDFJ Chem Phys
February 2024
State Key Laboratory of Precision Spectroscopy, School of Physics and Electronic Science, East China Normal University, Shanghai 200241, China.
ACS Omega
December 2023
Department of Chemistry, College of Sciences, Taif University, P.O. Box 1109, Taif 21944, Saudi Arabia.
Copper corrosion was suppressed when a lupine extract was immersed in a 2 M sulfamic acid (HNSOH) solution. Numerous methods, including mass loss (ML), dynamic potential polarization (PL), and electrochemical impedance (EIS), were employed in these experiments, in addition to theoretical computations such as density functional theory (DFT), Fukui function, and Monte Carlo simulations. Fourier transform infrared (FT-IR) spectroscopy and scanning electron microscopy (SEM) were used to analyze the Cu surface's composition and determine its form.
View Article and Find Full Text PDFJ Org Chem
November 2023
School of Pharmaceutical Sciences, Liaocheng University, Liaocheng 252000, Shandong, P. R. China.
An EtN-catalyzed cascade [3 + 2]-annulation of β-oxo-acrylamides with cyclic -sulfonyl ketimines or sulfamate-derived imines is developed under mild reaction conditions, which provides a concise and efficient route to access valuable sultam- or sulfamidate-fused imidazolidinone derivatives in good to excellent yields (80-95% yields) with excellent diastereoselectivities (>20:1 drs). The current protocol features atom economy, a transition-metal-free process, and broad functional group tolerance. Moreover, the asymmetric variant of the [3 + 2]-cycloaddition reaction was achieved in the presence of diphenylethanediamine or quinine-based bifunctional squaramide organocatalysts and , giving the corresponding chiral polycyclic imidazolidinones in 68-90% yields with 25-94% ees and >20:1 drs in all cases.
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