- Nitrile Oxide Cycloaddtion Routes to 2-(Isoxazolyl)benzoates and 2-(1,2,4-Oxadiazol-3-yl)benzoates
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Cycloaddition of aromatic nitrile oxides to methyl o-vinylbenzoate produced methyl 2-(3-aryl-2-isoxazolin-5-yl)benzoates; the isoxazolines were converted to methyl 2-(3-arylisoxazol-5-yl)benzoates.Reaction of the nitrile oxide from o-methoxycarbonylbenzohydroximinoyl chloride (11) with phenylacetylene, styrenes, and aromatic nitriles resulted in methyl 2-(5-phenylisoxazol-3-yl)benzoate, methyl 2-(5-aryl-2-isoxazolin-3-yl)benzoates (15) and methyl 2-(5-aryl-1,2,4-oxadiazol-3-yl)benzoates, respectively.The isoxazolines 15 were converted to the corresponding isoxazoles 16.
- Howe, Robert K.,Schleppnik, Frances M.
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p. 721 - 726
(2007/10/02)
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- Isoxazolyl benzoic acids
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Substituted or unsubstituted isoxazolyl benzoic acids, e.g. o-(4-methyl-3-phenylisoxazol-5-yl)benzoic acid, are prepared by dehydrating a corresponding 5-hydroxy-2-isoxazolin-5-yl benzoic acid, and are useful as hypolipidemic agents.
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