950609-80-0Relevant academic research and scientific papers
Method for converting lignin into isoxazole and aromatic nitrile
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Paragraph 0055; 0056; 0064, (2019/07/04)
The present invention relates to a method for obtaining isoxazole and aromatic nitrile from a lignin model and pre-oxidized birch lignin. The method is characterized in that hydroxylamine hydrochloride and a beta-O-4 model compound containing ketone in the benzyl position, which are used as reaction substrates, undergo oximation condensation Cbeta-O bond fracture under the action of magnesium andother additives to prepare the isoxazole compound, and undergo oximation rearrangement Calpha-Cbeta bond fracture the action of magnesium and other additives to prepare the fragrant nitrile compound.The method can be applied to the conversion of pre-oxidized lignin into the isoxazole and aromatic nitrile. The preparation method comprises the following steps: mixing the beta-O-4 model compound orpre-oxidized birch lignin, hydroxylamine hydrochloride and the additives in an alcohol solvent, adding the obtained mixture into a pressure-resistant container, replacing air in the container with nitrogen, sealing the container, and stirring the mixture at 120 DEG C for 8-12 h to obtain the products isoxazole and aromatic nitrile. The method realizes the obtaining of nitrogen-containing compoundssuch as isoxazole and aromatic nitrile from lignin for the first time, and the reaction process is simple and controllable, and is easy to operate.
2-Isoxazolines with an electron-acceptor substituent at C(5) in reactions with nucleophilic reagents
Koroleva,Bondar,Katok,Chekanov,Chernikhova
, p. 362 - 369 (2008/09/21)
Depending on the substituent at position 5 of the heterocycle, reaction of 2-isoxazolines with K-selectride, molybdenum hexacarbonyl, dimsyl sodium, and butyl lithium gave 1,3-cyclo-decomposition, aromatization of the isoxazoline ring, or reduction of the functional groups in the substituted isoxazolines.
