93422-81-2Relevant articles and documents
Method for manufacturing isoxazole derivative or dihydroisoxazole derivative
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Page/Page column 6; 8-9, (2008/06/13)
There is provided with a method for manufacturing an isoxazole derivative at a high yield and without discharging waste products, and a novel isoxazole derivative. An isoxazole derivative expressed by Formula (8) is produced by reacting a 1-alkyne compoun
A convenient and efficient one-pot synthesis of 3-acylisoxazoles using iron(III) salts
Itoh, Ken-Ichi,Sakamaki, Hiroshi,Nakazato, Noriko,Horiuchi, Atsuo,Horn, Ernst,Horiuchi, C. Akira
, p. 3541 - 3548 (2007/10/03)
3-Acylisoxazoles were synthesized by the reaction of alkenes or alkynes with ketones (acetone or acetophenone), as both a reagent and the solvent, by three methods: iron(III) nitrate under reflux, iron(III) salt-nitrogen dioxide (NO2) at room temperature,
Formation of isoxazole derivatives via nitrile oxide using ammonium cerium nitrate (CAN): A novel one-pot synthesis of 3-acetyl- and 3-benzoylisoxazole derivatives
Itoh, Ken-Ichi,Horiuchi, C. Akira
, p. 1671 - 1681 (2007/10/03)
The reactions of alkenes and alkynes with ammonium cerium(IV) nitrate ((NH4)2Ce(NO3)6, CAN(IV)) in acetone under reflux gave the corresponding 3-acetyl-4,5-dihydroisoxazole and 3-acetylisoxazole derivatives. In the case of acetophenone, 3-benzoyl-4,5- dihydroisoxazole and 3-benzoylisoxazole derivatives were obtained. Reaction of acetone with CAN(IV) afforded the corresponding furoxan (3,4-diacetyl-1,2,5- oxadiazole 2-oxide) as the dimer of nitrile oxide. Moreover, it was found that yields of isoxazole derivatives were improved using ammonium cerium(III) nitrate tetrahydrate ((NH4)2Ce(NO3) 5·4H2O, CAN(III))-formic acid. The reaction mechanisms based on nitration and formation of nitrile oxide mediated by CAN(IV) or CAN(III) from acetone or acetophenone are also proposed.
