10.1246/bcsj.81.1028
The research focuses on the synthesis and solid-state polymerization of triyne and enediyne derivatives with similar π-conjugated structures. The main content involves the synthesis of three diacetylene monomer model compounds: 10-phenyl-5,7,9-decatriynyl N-phenylcarbamate (1), (E)-10-phenyldec-9-en-5,7-diynyl N-phenylcarbamate (2), and (E)-10-phenyldec-5-en-7,9-diynyl N-phenylcarbamate (3). The properties and solid-state polymerization of these compounds were investigated, with a particular emphasis on how the conjugation effect of double and triple bonds influences the polymerization process. The experiments utilized various reactants, including copper(I) chloride, isopropylamine, ethanol, and phenyl isocyanate, among others, to synthesize the monomers through coupling reactions and subsequent transformations. The analyses used to characterize the monomers and polymers included UV-visible spectroscopy, IR spectroscopy, NMR spectroscopy, powder X-ray diffraction, and elemental analysis. These techniques provided insights into the monomer structures, conjugation systems, crystallographic features, and the polymerization sites within the conjugated multiple bonds. The study revealed that only certain crystal forms of the monomers were polymerizable, and the polymerization sites could be controlled by the introduction of a double bond next to the polymerizable butadiyne moieties.
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.
10.1016/j.tetlet.2013.01.021
The research focuses on the solventless, convenient synthesis of new cyano-2-aminopyridine derivatives from enaminonitriles using microwave irradiation. The purpose of this study was to develop a green approach to synthesize 4-substituted-3-cyano-2-aminopyridines, which are important intermediates in organic synthesis and exhibit various biological properties. The methodology is highlighted for its ease of execution, rapid access, and good yields. The chemicals used in the process include various primary amines such as methylamine, allylamine, butylamine, isopropylamine, and benzylamine, which reacted with enaminonitriles to form the desired 2-aminopyridine derivatives. The study concluded that the solvent-free methods, particularly under microwave activation, were efficient and preferred due to shorter reaction times and higher yields, thus opening a new route for the synthesis of various substituted nitrogen heterocycles.