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Reaction conditions were found to allow the exclusive formation of isoxazole-5-carboxylic acid derivatives by conjugate addition, in acidic medium, of hydroxylamine to β-alkoxyvinyl trichloromethyl ketone in synthesis and reactivity of isoxazoles. Isoxazole-5-carboxylic acid participates in the Synthesis and evaluation of acylguanidine FXa inhibitors. 1, 1, 1-trichloro-4-methoxy-3-penten-2-one postulated in the preparation of isoxazole-5-carboxylic acid from trichloroacetyl chloride, ethyl vinyl ether and hydroxylamine is developed in a fully saturated nitrogen atom theerefore there is no possibility of conjugation with 4- substituents.
Pinho e Melo,; Teresa M.V.D. Recent Advances on the Synthesis and Reactivity of Isoxazoles. Current Organic Chemistry. 2005, 9(10), 925-958(34)
Martins, Marcos A. P.; Cunico, Wilson; Pereira, Claudio M. P.; Sinhorin, Adilson P.; Flores, Alex F. C.; Bonacorso, Helio G.; Zanatta, Nilo. 4-Alkoxy-1,1,1-Trichloro-3-Alken-2-ones: Preparation and Applications in Heterocyclic Synthesis . Current Organic Chemistry. 2004, 1(4), 391-403(13).