A novel one-pot synthesis of 3-acetyl- and 3-benzoylisoxazole derivatives using ammonium cerium nitrate (CAN)

✍ Scribed by Ken-ichi Itoh; Shigeo Takahashi; Tetsuya Ueki; Takashi Sugiyama; T.Tomoyoshi Takahashi; C.Akira Horiuchi

• Book ID: 104251922
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 101 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)01612-x

✦ Synopsis

The reaction of dipolarophiles (several alkenes and alkynes) with ammonium cerium(IV) nitrate ((NH 4 ) 2 Ce(NO 3 ) 6 , CAN(IV)) in acetone under reflux gave 3-acetylisoxazole derivatives. In the case of acetophenone, 3-benzoylisoxazole derivatives were obtained. Moreover, it was found that yields of isoxazole derivatives were improved using ammonium cerium(III) nitrate tetrahydrate ((NH 4 ) 2 Ce(NO 3 ) 5 •4H 2 O, CAN(III))-formic acid.