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- W2012887071 abstract "The displacement reactions of α-chlorocycloalkanone oximes with sodium cyanide in dimethyl sulfoxide or ethanol have been studied. It has been shown that 3-aminocycloalka[C]-isoxazoles can be obtained in excellent yields. α-Chlorooximes of cyclohexanone, cyclooctanone, cycloocten-5-one, cyclododecanone, and cyclododecadien-5, 9-one have been subjected to the reaction, affording the corresponding isoxazole derivatives in 48, 96, 89, 95, and 90% yields respectively. The application of the method to 3-chloronorcamphor oxime and α-chlorooximes from acyclic olefins afforded cyanooximes; it failed to give isoxazole derivatives. The hydrogenation of 3-aminocycloocta[C] isoxazole gave 2-amino-1-cyclooctanecarbonamide by the hydrogenolysis of the nitrogen-oxygen bond of the isoxazole ring system. The amino-carbonamide was treated with either the base or acid to give 2-oxycyclooctanecarboxylic acid." @default.
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- W2012887071 date "1966-06-01" @default.
- W2012887071 modified "2023-09-24" @default.
- W2012887071 title "Reactions of 2-Chlorocycloalkanone Oximes. II. Syntheses of 3-Aminocycloalka[C]isoxazoles" @default.
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- W2012887071 doi "https://doi.org/10.1246/bcsj.39.1125" @default.
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