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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 32, Number 12
BKCSDE 32(12)
December 20, 2011

Title	Synthesis of Isoxazolone Derivatives from (Chlorocarbonyl)phenyl Ketene with Benzhydroxamic Acids
Author	Vajihe Nejadshafiee, Kazem Saidi, *, Mehdi Abaszadeh
Keywords	Ketene, (Chlorocarbonyl)phenyl ketene, Benzhydroxamic acids, Isoxazolone, Cycloaddition
Abstract	The reaction of (chlorocarbonyl)phenyl ketene, with readily available benzhydroxamic acid derivatives, such as benzhydroxamic acid, 4-chlorobenzhydroxamic acid, 3-nitrobenzhydroxamic acid, 4-methylbenzhydroxamic acid, N-hydroxy-3-oxo-3-phenylpropionamide, N-hydroxy-2-phenylacetamide, affords isoxazolone derivatives in high yields in a one step procedure. The formation of the products proceeds by a mechanism, that involves replacement of chlorine of the ketene, by benzhydroxamic acids, followed by rapid ring closure of this intermediate to form isoxazolone derivatives.
Page	4176 - 4178
Full Text	PDF

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