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2004
Isoxazole derivatives
R 0240
A Weinreb Nitrile Oxide and Nitrone for Cycloaddition. — Two versatile N-methhydroxamate cycloaddition reagents are developed. The labile Weinreb
50- 084 yl-O-methyl
amide functionalized nitrile oxide generated in situ from (I) reacts with
alkynes and alkenes at room temperature to give substituted isoxazoles (III) and isoxazolines (V) in moderate yield, respectively. The Weinreb amide-nitrone, generated in
situ by treating of (I) with (VI), reacts with alkenes to the products (VII). Some further
transformations of (IIIc) are studied. — (PARHI, A. K.; FRANCK*, R. W.; Org. Lett.
6 (2004) 18, 3063-3065; Dep. Chem., Hunter Coll., City Univ. N. Y., New York,
NY 10021, USA; Eng.) — Steudel
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