Haloacetylated enol ethers. 7. Synthesis of 3??aryl??5??trihalomethylisoxazoles and 3??aryl??5??hydroxy??5??trihalomethyl??4, 5??dihydroisoxazoles

…, GP Bastos, HG Bonacorso, N Zanatta

Index: Martins, Marcos A. P.; Siqueira, Geonir M.; Bastos, Giovani P.; Bonacorso, Helio G.; Zanatta, Nilo Journal of Heterocyclic Chemistry, 1996 , vol. 33, # 6 p. 1619 - 1622

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Citation Number: 69

Abstract

Abstract β-Aryl-β-methoxyvinyl trihalomethyl ketones 1a-g, 2a-g [aryl= p-YC 6 H 4 where Y= H, Me, OMe, F, Cl, Br, NO 2] are cyclocondensed with hydroxylamine hydrochloride to afford the 3-aryl-5-hydroxy-5-trihalomethyl-4, 5-dihydroisoxazoles 3a-g, 4a-f in good yield. The dehydratation of compounds 3a-g with concentrated sulfuric acid, led the corresponding 3- aryl-5-trichloromethylisoxazoles 5a-g. An alternative one-pot procedure yields 3-aryl-5- ...

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