- Synthesis of 3-Substituted 5-Arylisoxazoles from α,β-Unsaturated Oximes
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The synthesis of 3-substituted 5-arylisoxazoles from oximes of α,β-unsaturated ketones is studied. The formation of the isoxazole derivatives takes place by cyclization of oximes in the presence of iodine and potassium iodide. The presence of isoxazoline
- Alberola, Angel,Banez, J. Manuel,Calvo, Luis,Rodriguez, M. Teresa Rodriguez,Sanudo, M. Carmen
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p. 467 - 471
(2007/10/02)
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- Synthesis of Isomeric Series of Aryltetrahydrobenzisoxazoles and Arylcyclopentisoxazoles
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Four series of potential PAF-antagonists in which the isoxazole nucleus is condensed with a polyhydrogenated five- or six-carbon ring were prepared.The synthesis of the compounds 3-aryl-4,5,6,7-tetrahydrobenzisoxazoles 1, 3-arylcyclopentisoxazole 2,
- Fos, Empar,Borras, Liset,Gasull, Maria,Mauleon, David,Carganico Germano
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p. 203 - 208
(2007/10/02)
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- SYNTHESIS OF ISOXAZOLE DERIVATIVES IN REACTION OF 2-HYDROXYPHENYLCARBONYL COMPOUNDS OR 1,3-DIKETONES WITH HYDROXYLAMINE-O-SULFONIC ACID
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2-Hydroxybenzaldehyde 1a and 2-hydroxyacetophenone 1b react with hydroxylamine-O-sulfonic acid (HSA) yielding the corresponding oxime hydrogensulfates 2a and 2b, separated as potassium salts.These salts undergo conversion with good yields to benzisoxazole 3a and 2-methylbenzoxazole 3b, respectively.In similar reaction of 1,3-diketones, both cyclic and acyclic 1c-k with HSA, isoxazole derivatives 3c-k were obtained.
- Suwinski, J.,Walczak, K.
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p. 777 - 785
(2007/10/02)
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- Halogenation of Vinyl Ketoximes. Synthesis of Isoxazoles and Preparation and Silver Ion-Promoted Reactions of 4-Halo-2-isoxazolines
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Reaction of several α,β-unsaturated ketoximes with N-bromosuccinimide (NBS) gave isoxazoles, but yields were lower and the reaction less general than a similar transformation using iodine under basic conditions.With β,β-disubstituted oximes, 4-halo-5,5-disubstituted-2-isoxazolines were obtained using NBS, iodine, or N-chlorosuccinimide.Treatment of the 4-bromoisoxazolines with silver acetate or silver nitrate caused either elimination with rearrangement to give isoxazoles or substitution at C-4, depending upon the nature of the substituents at C-5.
- Hansen, John F.,Kim, Yong In,McCrotty, Stephen E.,Strong, Scott A.,Zimmer, Douglas E.
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p. 475 - 479
(2007/10/02)
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