Popis: |
The synthesis of novel types of 4-bromo-2,3-dihydroisoxazoles using pyridinium tribromide in the presence of base is described. Reactivity of the initial substrates and the yields depend on the substituent at C3. To demonstrate a practical scope of the 4-bromo-substituted 2,3-dihydroisoxazoles, representative 2-benzyl-4-bromo-3,5-diphenyl-2,3-dihydroisoxazole is subjected to halogen-lithium exchange reaction. The corresponding (2,3-dihydroisoxazol-4-yl)lithium reacts with three selected electrophiles to afford 4-substituted 2,3-dihydroisoxazoles in moderate yields. |