Refernces
10.1246/bcsj.20100212
The research focuses on the synthesis of structurally diverse 2-azetidinones, which are key structural elements in the family of β-lactam antibiotics and possess significant biological activities. The study aims to develop a new method for the synthesis of β-lactams via ketene-imine cycloaddition using polymer-supported ketene on a solid support, specifically Merrifield resin. The researchers successfully synthesized a variety of β-lactam derivatives with different substituents at positions 1 and 4, which could serve as potential intermediates for the synthesis of active compounds. The process involved the use of trimellitic anhydride, phthaloylglycine, imines, Vilsmeier reagent, triethylamine, trifluoroacetic acid, methylhydrazine, and other reagents. The conclusions of the research highlight the selective cleavage of supported β-lactams by trifluoroacetic acid and methylhydrazine to obtain 4-carboxyphthalimido- and 3-amino-β-lactams, respectively. The method offers simplified purification through filtration, avoiding time-consuming separation techniques, and the ability to regenerate the starting polymer-supported phthaloylglycine, making it a valuable contribution to solid-phase polymer-supported synthesis.
10.1007/BF00673331
The study investigates the reactions of 3,4-dibenzoylfuroxane (I) with various primary aliphatic amines and methylhydrazine. The chemicals involved include isopropylamine, tert-butylamine, and methylhydrazine, which react with furoxane I to form complex mixtures of products. The reactions proceed exothermically at room temperature and involve the formation of intermediate benzamidoglyoxime, which then undergoes cyclization or decomposition via a Beckmann rearrangement mechanism. The products obtained include isoxazoles (IIIa and IIIb), benzoic acid amides, a salt of benzoic acid and tert-butylamine (IV), N-tert-butylcyanoformamidoxime (V), and a compound with an empirical formula of C10H10N4O2 (VI), whose structure is not definitively established. The study also notes that when the reactions are carried out in ethanol, ethyl benzoate is additionally isolated. The products are characterized using various spectroscopic techniques, including IR, UV, PMR, and 13C NMR spectroscopy.
10.1139/v02-099
The research focuses on the synthesis and characterization of new hybrid inorganic-organic polymers containing cyclophosphazenes as pendant groups. The purpose of this study was to create multi-functional cyclophosphazene monomers that can be used to build polymeric ligand systems capable of binding to transition metal ions, which are of interest due to their potential applications in organic synthesis as solid-phase inert supports or as reagents and catalysts. The researchers successfully synthesized and converted cyclophosphazene ligands containing hydrazone linkages into soluble and thermally stable polymeric systems, retaining the ligand framework as pendant groups. Key chemicals used in the process include N-methylhydrazine, o-hydroxybenzaldehyde, pyridine-2-carboxaldehyde, and various cyclophosphazene derivatives.
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