Tetrahedron

5-Hydroxy-3-phenyl-5-vinyl-2-isoxazoline and 3-phenyl-5-vinylisoxazole: synthesis and reactivity

L Di Nunno, A Scilimati, P Vitale

文献索引：Di Nunno, Leonardo; Scilimati, Antonio; Vitale, Paola Tetrahedron, 2005 , vol. 61, # 47 p. 11270 - 11278

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被引用次数: 9

摘要

5-Hydroxy-3-phenyl-5-vinyl-2-isoxazoline has been synthesized by reacting benzonitrile oxide with the enolate ion of methyl vinyl ketone. From 5-hydroxy-5-vinyl-2-isoxazoline, 5- vinylisoxazole was then quantitatively obtained by dehydration–aromatization under acidic conditions. Similar results, though not quantitative, were also found by treatment in 2- propanol under basic conditions (i-PrOH/H2O, Na2CO3, reflux). In contrast to 2-propanol, ...