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Vitamin B1-Catalyzed Multicomponent Reaction for Efficient Synthesis of an Isoxazolone Compound by Using Ultrasound in a Water and Its Selective Identification of Metal Ions

Journal 2023 · IF 2.1 · 8(12): e202204658 · 发表于 2023 年 3 月 21 日
作者: Dawei Zhang,Chang Liu,Lu Ren,Wenyu Li,Boyi Luan,Yumin Zhang
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摘要

Graphical An efficient synthesis of 3-methyl-4-(arylmethylene)isoxazol-5(4 H )-ones are developed via cyclocondensation in 84–94 % yields starting from aromatic aldehydes, hydroxylamine with ethyl acetoacetate vitamin B 1 is catalyzed under ultrasound-assisted. The reaction has simple operation, metal-free catalysis, acid or base free catalysis. As a green catalyst, vitamin B 1 is found to possess favorable catalytic activity and reusability for the condensation reaction. An efficient synthesis of 3-methyl-4-(arylmethylene)isoxazol-5(4 H )-ones are developed via cyclocondensation in 84–94 % yields starting from aromatic aldehydes, hydroxylamine with ethyl acetoacetate vitamin B 1 is catalyzed under ultrasound radiation, and are characterized by HR-MS, FT-IR and 1 H and 13 C NMR spectroscopy. The reaction has simple operation, metal-free catalysis, acid or base free catalysis. As a green catalyst, vitamin B 1 is found to possess favorable catalytic activity and reusability for the condensation reaction. 5-(2-Hydroxy-3-methoxybenzylidene)-3-methylisoxazol-5(4 H )-one as a metal ion fluorescent probe, has excellent selectivity to Sr 2+ and exhibits obvious discoloration. Fe 2+ quenches the fluorescence of the ligand 3-methyl-4-(2,3,4-trihydroxybenzylidene)isoxazol-5(4 H )-one, and exhibits an obvious color change.

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